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Search for "fragrances" in Full Text gives 30 result(s) in Beilstein Journal of Organic Chemistry.

Pyridine C(sp2)–H bond functionalization under transition-metal and rare earth metal catalysis

  • Haritha Sindhe,
  • Malladi Mounika Reddy,
  • Karthikeyan Rajkumar,
  • Akshay Kamble,
  • Amardeep Singh,
  • Anand Kumar and
  • Satyasheel Sharma

Beilstein J. Org. Chem. 2023, 19, 820–863, doi:10.3762/bjoc.19.62

Graphical Abstract
  • elimination to furnish the C3-arylated product 152. Heteroarylation C-2 Heteroarylation Heteroaryl groups are a common core in natural products and pharmaceuticals. In addition, the heterodiaryl systems widely occur in biologically important organic molecules, dyes, fragrances, advanced materials, and
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Published 12 Jun 2023

Modern flow chemistry – prospect and advantage

  • Philipp Heretsch

Beilstein J. Org. Chem. 2023, 19, 33–35, doi:10.3762/bjoc.19.3

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  • , agrochemicals, fragrances, and many more. Implementation of new and innovative technologies has played a vital role in this mission and has contributed to the opening of new research areas and to pushing the frontiers of existing ones. Among these new technologies, continuous flow chemistry has stepped on the
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Editorial
Published 06 Jan 2023

A study of the DIBAL-promoted selective debenzylation of α-cyclodextrin protected with two different benzyl groups

  • Naser-Abdul Yousefi,
  • Morten L. Zimmermann and
  • Mikael Bols

Beilstein J. Org. Chem. 2022, 18, 1553–1559, doi:10.3762/bjoc.18.165

Graphical Abstract
  • substances such as pharmaceuticals or fragrances is exploited since it is cheap, harmless and biodegradable [4]. It is also a useful building block for sensors and/or capture devices, advanced materials, and even artificial enzymes. Most such uses require that compound 1 can be chemically modified so that
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Published 17 Nov 2022

Cyclodextrin-based Schiff base pro-fragrances: Synthesis and release studies

  • Attila Palágyi,
  • Jindřich Jindřich,
  • Juraj Dian and
  • Sophie Fourmentin

Beilstein J. Org. Chem. 2022, 18, 1346–1354, doi:10.3762/bjoc.18.140

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  • – cinnamaldehyde, cyclamen aldehyde, lilial, benzaldehyde, anisaldehyde, vanillin, hexanal, heptanal, citral, and 5-methylfurfural. Subsequently, the rate of release of the volatile compound from selected pro-fragrances, as a function of the environment (solvent, pH), was studied by 1H NMR spectroscopy (for
  • of labile compounds is to prepare pro-fragrances in analogy with the concept of pro-drugs developed for pharmaceutical applications. The fragrance is linked covalently to a substrate that will release the fragrance under defined chemical conditions. For applications in the fragrance and flavor
  • hydrolysis, oxidation, or light (Figure 1) [18]. Different substrates were used to synthesize pro-fragrances, like polymers [19], ionic liquids [20], rotaxanes [21], or saccharides [22]. To the best of our knowledge, no studies investigate the use of CDs as substrate. Linking the fragrance to CDs could
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Published 28 Sep 2022

Synthesis of odorants in flow and their applications in perfumery

  • Merlin Kleoff,
  • Paul Kiler and
  • Philipp Heretsch

Beilstein J. Org. Chem. 2022, 18, 754–768, doi:10.3762/bjoc.18.76

Graphical Abstract
  • the main odor families “fruity”, “green”, “marine”, “floral”, “spicy”, “woody”, “ambery”, and “musky” and their use and importance for perfumery is briefly discussed. Keywords: flow chemistry; fragrances; odorants; scents; terpenes; Introduction The history of odorants goes back to ancient cultures
  • sustainable manufacturing [18]. Utilizing the virtue of flow chemistry, more and more methods for the preparation of odorants in flow are developed. Recently, Baxendale and co-workers reviewed techniques and apparatus tailored to the synthesis of flavors and fragrances [19]. In this review, we want to give an
  • are many different types of scents, there are various classifications for fragrances. In this review, fragrances are ordered from “fruity” to “musky” following the olfactory spectrum wheel developed by Kraft and co-workers (Figure 1) [3][4]. It has to be noted that this is only a simple and subjective
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Published 27 Jun 2022

Inductive heating and flow chemistry – a perfect synergy of emerging enabling technologies

  • Conrad Kuhwald,
  • Sibel Türkhan and
  • Andreas Kirschning

Beilstein J. Org. Chem. 2022, 18, 688–706, doi:10.3762/bjoc.18.70

Graphical Abstract
  • was then mixed with a 1 M HCl solution in iPrOH that initiated crystallization of the hydrochloride salt of amitryptiline (84) (Scheme 15). Iso E Super® (88) [89] is one of the most successful synthetic fragrances ever developed [90]. It is a component of a variety of perfumes with varying ratios and
  • catalyst are side reactions that are very difficult to control, but this example sheds light on an often overlooked limitation of flow processes. Musk-like fragrances occupy a special position among perfumes. An illustrative multistep protocol with practical relevance to the fragrance and flavor industry
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Published 20 Jun 2022

A comprehensive review of flow chemistry techniques tailored to the flavours and fragrances industries

  • Guido Gambacorta,
  • James S. Sharley and
  • Ian R. Baxendale

Beilstein J. Org. Chem. 2021, 17, 1181–1312, doi:10.3762/bjoc.17.90

Graphical Abstract
  • illustrated through selected examples of industrially important transformations specific to the fragrances and flavours industry and by highlighting the advantages of conducting these transformations by using a flow approach. This review is designed to be a compendium of techniques and apparatus already
  • published in the chemical and engineering literature which would constitute a known solution or inspiration for commonly encountered procedures in the manufacture of fragrance and flavour chemicals. Keywords: flavours and fragrances; flow chemistry; process chemistry; synthesis; Introduction The fragrance
  • industry In 2018, the flavours and fragrances (F&F) market was valued $26.5 billion with an annual growth of 4.8%, this industry represents a strong economic market expected to be worth more than $38.5 billion by 2026 in the rapidly expanding global market [1]. In general, there is an approximate equal
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Published 18 May 2021

Copper-catalyzed enantioselective conjugate addition of organometallic reagents to challenging Michael acceptors

  • Delphine Pichon,
  • Jennifer Morvan,
  • Christophe Crévisy and
  • Marc Mauduit

Beilstein J. Org. Chem. 2020, 16, 212–232, doi:10.3762/bjoc.16.24

Graphical Abstract
  • ). Remarkably, the corresponding 1,4-products were isolated in moderate to good yields (around 70%) and up to 99% ee. The high versatility of the protocol was illustrated by the synthesis of commercially relevant fragrances (phenoxanol and hydroxycitronellal). Additionally, an efficient iterative route was also
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Published 17 Feb 2020

Understanding the role of active site residues in CotB2 catalysis using a cluster model

  • Keren Raz,
  • Ronja Driller,
  • Thomas Brück,
  • Bernhard Loll and
  • Dan T. Major

Beilstein J. Org. Chem. 2020, 16, 50–59, doi:10.3762/bjoc.16.7

Graphical Abstract
  • responsible for, e.g., defense against biotic and abiotic stress or for attracting insects for pollination [4][5]. Industrially, terpene natural products are employed as flavoring agents [6], fragrances, pigments, cosmetics, perfumes, biofuels, and agrochemicals [5]. Additionally, terpene natural products
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Published 08 Jan 2020

Terpenes

  • Jeroen S. Dickschat

Beilstein J. Org. Chem. 2019, 15, 2966–2967, doi:10.3762/bjoc.15.292

Graphical Abstract
  • pheromones, but also have a long standing history as fragrances used by humans. The oxidised derivatives may be of high interest because of their bioactivity, with some of the most important drugs used in medical applications being of terpenoid origin. Two of the most fanous examples include the diterpenoid
  • elucidation, total synthesis, biosynthetic studies, bioactivity and functionalisation for mode of action studies, and other applications of terpenes, e.g. as fragrances. I thank all colleagues who have participated in this issue for their contributions and the whole Beilstein team for the professional support
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Editorial
Published 13 Dec 2019

Bacterial terpene biosynthesis: challenges and opportunities for pathway engineering

  • Eric J. N. Helfrich,
  • Geng-Min Lin,
  • Christopher A. Voigt and
  • Jon Clardy

Beilstein J. Org. Chem. 2019, 15, 2889–2906, doi:10.3762/bjoc.15.283

Graphical Abstract
  • functional roles, which range from widely distributed metabolites like cholesterol, to those with more restricted distribution like vitamins A and D, carotenoids, and steroid hormones, to some with highly restricted distribution like pheromones, fragrances, and defense metabolites [2][3]. Many of the more
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Published 29 Nov 2019

Synthetic terpenoids in the world of fragrances: Iso E Super® is the showcase

  • Alexey Stepanyuk and
  • Andreas Kirschning

Beilstein J. Org. Chem. 2019, 15, 2590–2602, doi:10.3762/bjoc.15.252

Graphical Abstract
  • Alexey Stepanyuk Andreas Kirschning Institute of Organic Chemistry and Center of Biomolecular Drug Research (BMWZ), Leibniz Universität Hannover, Schneiderberg 1b, 30167 Hannover, Germany 10.3762/bjoc.15.252 Abstract The history of fragrances is closely associated with the chemistry of terpenes
  • portfolio of new scents increased either in order to substitute natural fragrances without change of olfactoric properties or to broaden the scope of scents. This short review describes the story of the most successful synthetic fragrance ever which is called Iso E Super® as it is an ingredient in a large
  • number of perfumes with varying percentages and is the first example being used as a pure fragrance. Structurally, it is related to natural terpenes like many other synthetic fragrances. And indeed, the story began with a classic in the field of fragrances, the natural product ionone. Keywords
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Published 31 Oct 2019

Asymmetric synthesis of a high added value chiral amine using immobilized ω-transaminases

  • Antonella Petri,
  • Valeria Colonna and
  • Oreste Piccolo

Beilstein J. Org. Chem. 2019, 15, 60–66, doi:10.3762/bjoc.15.6

Graphical Abstract
  • pharmaceuticals, fragrances and agricultural products [1]. It is therefore important to develop methods for their preparation which can be suitable for a large scale production. In this context there is an increasing interest in reactions including ω-transaminases (TAs) which have been identified as a greener and
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Published 07 Jan 2019

Heterogeneous acidic catalysts for the tetrahydropyranylation of alcohols and phenols in green ethereal solvents

  • Ugo Azzena,
  • Massimo Carraro,
  • Gloria Modugno,
  • Luisa Pisano and
  • Luigi Urtis

Beilstein J. Org. Chem. 2018, 14, 1655–1659, doi:10.3762/bjoc.14.141

Graphical Abstract
  • organic synthesis for the protection of hydroxy derivatives [1][2]. In addition, they can be converted into a wealth of useful functional groups [2][3], and found employment as fragrances or pro-fragrances in everyday life [4][5][6][7]. Although a lot of work has been devoted to the search of low impact
  • phenols, including some known fragrances (3g–j and 3l) [4][5][6][7], as illustrated in Scheme 2. Conversions exceeding 95% were achieved under the mild conditions illustrated in Scheme 2 with primary aliphatic and benzylic alcohols 1b–h. A notable exception is the low conversion of 4-bromobenzyl alcohol
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Published 03 Jul 2018

Mechanically induced oxidation of alcohols to aldehydes and ketones in ambient air: Revisiting TEMPO-assisted oxidations

  • Andrea Porcheddu,
  • Evelina Colacino,
  • Giancarlo Cravotto,
  • Francesco Delogu and
  • Lidia De Luca

Beilstein J. Org. Chem. 2017, 13, 2049–2055, doi:10.3762/bjoc.13.202

Graphical Abstract
  • the bpy/CuI/NMI catalyst system with Fe(NO3)3·9H2O, a cheaper, ligand-free co-oxidant (Scheme 1) [29][30]. This made the oxidative process more appealing for pharmaceutical applications, and specifically beneficial in the preparation of fragrances and food additives [31]. Despite the advances, the
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Published 02 Oct 2017

New bio-nanocomposites based on iron oxides and polysaccharides applied to oxidation and alkylation reactions

  • Daily Rodríguez-Padrón,
  • Alina M. Balu,
  • Antonio A. Romero and
  • Rafael Luque

Beilstein J. Org. Chem. 2017, 13, 1982–1993, doi:10.3762/bjoc.13.194

Graphical Abstract
  • ]. Regarding the acid-catalyzed processes, aromatic alkylation reactions are among the most versatile and widely investigated reactions which can grant access to a wide range of compounds as important intermediates, fragrances, agrochemicals and pharmaceuticals [47][48][49]. In this sense, the benzylation of
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Published 21 Sep 2017

Pd(OAc)2/Ph3P-catalyzed dimerization of isoprene and synthesis of monoterpenic heterocycles

  • Dominik Kellner,
  • Maximilian Weger,
  • Andrea Gini and
  • Olga García Mancheño

Beilstein J. Org. Chem. 2017, 13, 1807–1815, doi:10.3762/bjoc.13.175

Graphical Abstract
  • various other derivatives such as pheromones and fragrances. Though isoprene was initially obtained from thermal decomposition of natural rubber [18][19], nowadays it is mostly produced industrially as a byproduct of the cracking of naphtha or oil [20]. Recently, the bacterial production of bio-isoprene
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Published 29 Aug 2017

Opportunities and challenges for the sustainable production of structurally complex diterpenoids in recombinant microbial systems

  • Katarina Kemper,
  • Max Hirte,
  • Markus Reinbold,
  • Monika Fuchs and
  • Thomas Brück

Beilstein J. Org. Chem. 2017, 13, 845–854, doi:10.3762/bjoc.13.85

Graphical Abstract
  • , fragrances, fuels and fuel additives. Central building blocks of all terpenes are the isoprenoid compounds isopentenyl diphosphate and dimethylallyl diphosphate. Bacteria like Escherichia coli harbor a native metabolic pathway for these isoprenoids that is quite amenable for genetic engineering. Together
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Published 08 May 2017

Continuous-flow processes for the catalytic partial hydrogenation reaction of alkynes

  • Carmen Moreno-Marrodan,
  • Francesca Liguori and
  • Pierluigi Barbaro

Beilstein J. Org. Chem. 2017, 13, 734–754, doi:10.3762/bjoc.13.73

Graphical Abstract
  • liquid phase is a reaction of high relevance to the manufacture of a multitude of fine chemicals [1] including pharmaceutical building blocks, agrochemicals, food additives, flavours and fragrances [2][3]. It is also crucial in the bulk polymer industry to achieve the complete elimination of alkynes and
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Published 20 Apr 2017

Isoxazole derivatives as new nitric oxide elicitors in plants

  • Anca Oancea,
  • Emilian Georgescu,
  • Florentina Georgescu,
  • Alina Nicolescu,
  • Elena Iulia Oprita,
  • Catalina Tudora,
  • Lucian Vladulescu,
  • Marius-Constantin Vladulescu,
  • Florin Oancea and
  • Calin Deleanu

Beilstein J. Org. Chem. 2017, 13, 659–664, doi:10.3762/bjoc.13.65

Graphical Abstract
  • scaffolds respectively, as well as their inductor effect on the generation of nitric oxide and reactive oxygen species in plant tissues. The benzo[1,3]dioxole framework is a constituent of some fragrances and flavors [44], and several bioactive compounds with a broad spectrum of applications [45][46][47][48
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Published 06 Apr 2017

Diels–Alder reactions of myrcene using intensified continuous-flow reactors

  • Christian H. Hornung,
  • Miguel Á. Álvarez-Diéguez,
  • Thomas M. Kohl and
  • John Tsanaktsidis

Beilstein J. Org. Chem. 2017, 13, 120–126, doi:10.3762/bjoc.13.15

Graphical Abstract
  • applications, first and foremost in the fragrance and flavor industries, but also in the pharmaceutical and chemical industries [1][2][3]. Myrcene is a naturally occurring, acyclic monoterpene which is used industrially for the manufacture of flavoring substances and fragrances; in research it is used as a
  • fragrances are based on myrcene, such as geraniol, nerol, linalool, menthol, citral, citronellol or citronellal [3]. The terminal diene moiety present in myrcene allows for a reaction with a suitable dienophile following the Diels–Alder reaction mechanism. Dahill et al. describe the synthesis of the Diels
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Published 19 Jan 2017

Silica-supported sulfonic acids as recyclable catalyst for esterification of levulinic acid with stoichiometric amounts of alcohols

  • Raimondo Maggi,
  • N. Raveendran Shiju,
  • Veronica Santacroce,
  • Giovanni Maestri,
  • Franca Bigi and
  • Gadi Rothenberg

Beilstein J. Org. Chem. 2016, 12, 2173–2180, doi:10.3762/bjoc.12.207

Graphical Abstract
  • , bottom). Moreover, it can be obtained from cellulose with relative ease and high selectivity (see Scheme 1, top) [14]. Levulinic acid esters are of particular interest for the chemical industry [12][13]. Their main current market is represented by the formulation of flavours and fragrances [15], although
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Published 12 Oct 2016

Solvent-free synthesis of novel para-menthane-3,8-diol ester derivatives from citronellal using a polymer-supported scandium triflate catalyst

  • Lubabalo Mafu,
  • Ben Zeelie and
  • Paul Watts

Beilstein J. Org. Chem. 2016, 12, 2046–2054, doi:10.3762/bjoc.12.193

Graphical Abstract
  • [6], acyl imidazoles or acyl ureas [7]. Acylation of alcohols in particular, provides a cheap and effective method for the synthesis of esters with potential applications in pharmaceutical products such as fragrances, flavours, surfactants or solvents [8][9]. Generally, these reactions are done in
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Published 19 Sep 2016

New palladium–oxazoline complexes: Synthesis and evaluation of the optical properties and the catalytic power during the oxidation of textile dyes

  • Rym Hassani,
  • Mahjoub Jabli,
  • Yakdhane Kacem,
  • Jérôme Marrot,
  • Damien Prim and
  • Béchir Ben Hassine

Beilstein J. Org. Chem. 2015, 11, 1175–1186, doi:10.3762/bjoc.11.132

Graphical Abstract
  • determined. Keywords: aminoalcohols; catalysis; dye decolorization; optical properties; oxazolines; palladium complexes; Introduction Palladium complexes have been used as starting materials to prepare polymers [1], agrochemicals [2], pharmaceuticals [3], flavors and fragrances [4]. They have also been
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Published 15 Jul 2015

Application of cyclic phosphonamide reagents in the total synthesis of natural products and biologically active molecules

  • Thilo Focken and
  • Stephen Hanessian

Beilstein J. Org. Chem. 2014, 10, 1848–1877, doi:10.3762/bjoc.10.195

Graphical Abstract
  • in fragrances (Scheme 18). Hailes and co-workers were interested in developing a short synthetic route to both enantiomers of methyl jasmonate and methyl dihydrojasmonate, respectively [48]. To this end, they investigated the conjugate addition of chiral 2-propenylphosphonamides such as 64a, derived
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Published 13 Aug 2014
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