Chiral multifunctional thiourea-phosphine catalyzed asymmetric [3 + 2] annulation of Morita–Baylis–Hillman carbonates with maleimides

• Hong-Ping Deng,
• De Wang,
• Yin Wei and
• Min Shi

Beilstein J. Org. Chem. 2012, 8, 1098–1104, doi:10.3762/bjoc.8.121

• Hong-Ping Deng De Wang Yin Wei Min Shi State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, People’s Republic of China Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School

Synthesis of axially chiral oxazoline–carbene ligands with an N-naphthyl framework and a study of their coordination with AuCl·SMe₂

• Feijun Wang,
• Shengke Li,
• Mingliang Qu,
• Mei-Xin Zhao,
• Lian-Jun Liu and
• Min Shi

Beilstein J. Org. Chem. 2012, 8, 726–731, doi:10.3762/bjoc.8.81

• Feijun Wang Shengke Li Mingliang Qu Mei-Xin Zhao Lian-Jun Liu Min Shi Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, 130 MeiLong Road, Shanghai 200237, P. R. China State Key Laboratory of Organometallic Chemistry, Shanghai

Ion-exchange-resin-catalyzed adamantylation of phenol derivatives with adamantanols: Developing a clean process for synthesis of 2-(1-adamantyl)-4-bromophenol, a key intermediate of adapalene

• Nan Wang,
• Ronghua Wang,
• Xia Shi and
• Gang Zou

Beilstein J. Org. Chem. 2012, 8, 227–233, doi:10.3762/bjoc.8.23

• Nan Wang Ronghua Wang Xia Shi Gang Zou Department of Fine Chemicals, East China University of Science & Technology, Meilong Rd. 130, Shanghai, 200237, China. Fax: 86-21-64253881; Tel: 86-21-64252390 10.3762/bjoc.8.23 Abstract A clean process has been developed for the synthesis of 2

Coupled chemo(enzymatic) reactions in continuous flow

• Ruslan Yuryev,
• Simon Strompen and
• Andreas Liese

Beilstein J. Org. Chem. 2011, 7, 1449–1467, doi:10.3762/bjoc.7.169

• indispensable part of industrial biotechnology, and are used in the production of a broad range of bulk and fine chemicals [6]. When a microbial multistep biotransformation is carried out in continuous flow it might formally also be considered as a fourth-generation enzymatic process according to the above

• continuous multistep enzymatic synthesis of fine chemicals, where cofactor regeneration is required. In such cases the whole-cell in vivo approach is advantageous over in vitro approaches, because it is not necessary to use immobilization or nanofiltration membranes for the retention of small cofactor

• technology is believed to be the main tool of synthetic biology, envisioning the creation of artificial cells with synthetic metabolic networks programmed to do a specific task, such as the treatment of diseases, the degradation of pollutants, or the synthesis of biofuels, and bulk and fine chemicals

Hypervalent iodine(III)-induced methylene acetoxylation of 3-oxo-N-substituted butanamides

• Wei-Bing Liu,
• Cui Chen,
• Qing Zhang and
• Zhi-Bo Zhu

Beilstein J. Org. Chem. 2011, 7, 1436–1440, doi:10.3762/bjoc.7.167

• ][3][4][5][6][7][8][9][10][11][12][13][14]. Indeed, direct oxidative C–H bond functionalization provides an atom-economical and efficient pathway to achieve these goals. Representative examples have been elegantly utilized not only in academic research, but also in the production of a variety of fine

• chemicals, such as pharmaceuticals, agrochemicals, and intermediates [15][16][17][18]. The field of chemistry concerning organic polyvalent iodine compounds has witnessed a great expansion during the last few decades, an expansion which continues at an increasing pace [19][20][21][22][23][24][25][26][27][28

Efficient and selective chemical transformations under flow conditions: The combination of supported catalysts and supercritical fluids

• M. Isabel Burguete,
• Eduardo García-Verdugo and
• Santiago V. Luis

Beilstein J. Org. Chem. 2011, 7, 1347–1359, doi:10.3762/bjoc.7.159

• for a vast number of chemical transformations [81][82]. Besides, a great variety (more than 13,000) of enzyme-catalyzed reactions have been successfully demonstrated at the laboratory scale, offering clear advantages for the synthesis of enantiopure fine chemicals over any other kind of catalysts [83

• ][84]. As a result, the chemical industry is currently exploring the great potential of biocatalysis to manufacture both bulk and fine chemicals [85][86]. Although many of the reported examples involve the use of batch conditions, different examples of continuous biocatalytic processes have been

Scaling up of continuous-flow, microwave-assisted, organic reactions by varying the size of Pd-functionalized catalytic monoliths

• Ping He,
• Stephen J. Haswell,
• Paul D. I. Fletcher,
• Stephen M. Kelly and
• Andrew Mansfield

Beilstein J. Org. Chem. 2011, 7, 1150–1157, doi:10.3762/bjoc.7.133

• the Pd-monolith catalyst The Suzuki–Miyaura reaction is a widely used method in organic synthesis for the selective formation of aryl–aryl carbon–carbon bonds in the synthesis of high-value fine chemicals and intermediates in the pharmaceutical industry. This reaction requires a metal catalyst, such

Single enantiomer synthesis of α-(trifluoromethyl)-β-lactam

• Václav Jurčík,
• Alexandra M. Z. Slawin and
• David O'Hagan

Beilstein J. Org. Chem. 2011, 7, 759–766, doi:10.3762/bjoc.7.86

• -aryl, CF3-ether [5][6] or CF3-heteroaromatic in nature, and these substituents have contributed significantly to the fine chemicals and related industries. However, there is an increasing awareness and demand for molecular building blocks which carry the CF3 group at a stereogenic centre [7][8] and

Synthesis of chiral mono(N-heterocyclic carbene) palladium and gold complexes with a 1,1'-biphenyl scaffold and their applications in catalysis

• Lian-jun Liu,
• Feijun Wang,
• Wenfeng Wang,
• Mei-xin Zhao and
• Min Shi

Beilstein J. Org. Chem. 2011, 7, 555–564, doi:10.3762/bjoc.7.64

• Lian-jun Liu Feijun Wang Wenfeng Wang Mei-xin Zhao Min Shi Key Laboratory for Advanced Materials and Institute of Fine Chemicals, School of Chemistry & Molecular Engineering, East China University of Science and Technology, 130 MeiLong Road, Shanghai 200237, People’s Republic of China State Key

An easy assembled fluorescent sensor for dicarboxylates and acidic amino acids

• Xiao-bo Zhou,
• Yuk-Wang Yip,
• Wing-Hong Chan and
• Albert W. M. Lee

Beilstein J. Org. Chem. 2011, 7, 75–81, doi:10.3762/bjoc.7.11

• spectrofluorimeter. Unless otherwise specified, all fine chemicals were used as received. Synthesis of 2,4-bis(isothiocyanatomethyl)-1,3,5-trimethylbenzene (3): A mixture of 3,4-bis(bromomethyl)-1,3,5-trimethylbenzene (0.306 g, 1 mmol) and NaN3 (0.14 g, 2.2 mmol) in dry DMSO (30 mL) was stirred for 3 h at 50 °C

Hoveyda–Grubbs type metathesis catalyst immobilized on mesoporous molecular sieves MCM-41 and SBA-15

• Hynek Balcar,
• Tushar Shinde,
• Naděžda Žilková and
• Zdeněk Bastl

Beilstein J. Org. Chem. 2011, 7, 22–28, doi:10.3762/bjoc.7.4

• products free from catalyst residues is especially important in the synthesis of drugs and some other fine chemicals. Several strategies have been developed for the immobilization of Grubbs and Hoveyda–Grubbs catalysts on solid supports [1][2][3][4][5][6]. Generally, the complex can be attached to the

Aromatic and heterocyclic perfluoroalkyl sulfides. Methods of preparation

• Vladimir N. Boiko

Beilstein J. Org. Chem. 2010, 6, 880–921, doi:10.3762/bjoc.6.88

• which is finding increasing application as starting materials for the preparation of agrochemicals, pharmaceutical products and, more generally, fine chemicals. A systematic approach is taken depending on the mode of incorporation of the SRF groups and also on the type of reagents used. Keywords: halex

Prins fluorination cyclisations: Preparation of 4-fluoro-pyran and -piperidine heterocycles

• Guillaume G. Launay,
• Alexandra M. Z. Slawin and
• David O'Hagan

Beilstein J. Org. Chem. 2010, 6, No. 41, doi:10.3762/bjoc.6.41

• product 14d was determined and is shown in Figure 3. Conclusion Selective methods for fluorination are finding increasing utility in pharmaceutical, agrochemicals and fine chemicals research. The BF3·OEt mediated oxa- and aza-Prins fluorination extends the methodologies available for the synthesis of C–F

Organo-fluorine chemistry II

• David O'Hagan

Beilstein J. Org. Chem. 2010, 6, No. 36, doi:10.3762/bjoc.6.36

• the physical properties of molecules involved in programmes ranging from bioorganic chemistry to performance materials. Consequently fluorinated organics are of major commercial significance to the pharmaceuticals, agrochemicals, materials and polymer industries with the fluorine fine chemicals

A review of new developments in the Friedel–Crafts alkylation – From green chemistry to asymmetric catalysis

• Magnus Rueping and
• Boris J. Nachtsheim

Beilstein J. Org. Chem. 2010, 6, No. 6, doi:10.3762/bjoc.6.6

• . Review The FC alkylation with benzyl alcohols – An efficient approach to 1,1-diarylalkanes 1,1-Diarylalkanes are important building blocks for the synthesis of many pharmaceuticals, agro- and fine chemicals (Figure 2). Traditionally, 1,1-diarylalkanes have been prepared from benzyl halides under Friedel

Hydroxyapatite supported caesium carbonate as a new recyclable solid base catalyst for the Knoevenagel condensation in water

• Monika Gupta,
• Rajive Gupta and
• Medha Anand

Beilstein J. Org. Chem. 2009, 5, No. 68, doi:10.3762/bjoc.5.68

• primarily used in the synthesis of fine chemicals in agriculture and medicine and as precursors of heterocycles with biological activity [8][9][10][11][12][13][14][15][16] whilst arylidene derivatives of ethyl cyanoacetate are successfully employed in the synthesis of cyanocoumarins [17][18], as

The development and evaluation of a continuous flow process for the lipase- mediated oxidation of alkenes

• Charlotte Wiles,
• Marcus J. Hammond and
• Paul Watts

Beilstein J. Org. Chem. 2009, 5, No. 27, doi:10.3762/bjoc.5.27

• of the esterases [13]. Changes in enzymatic behaviour observed when lipases are employed in organic solvent systems have led to their use in the synthesis of lipids, carbohydrate esters, amines and amides, along with finding industrial application in the synthesis of pharmaceuticals, fine chemicals

Polyionic polymers – heterogeneous media for metal nanoparticles as catalyst in Suzuki–Miyaura and Heck–Mizoroki reactions under flow conditions

• Klaas Mennecke and
• Andreas Kirschning

Beilstein J. Org. Chem. 2009, 5, No. 21, doi:10.3762/bjoc.5.21

• processes creates an ideal setup for an automated solution-phase synthesis. Furthermore, this combination of enabling techniques has great potential in the production of fine chemicals [7][8]. In continuation of our efforts in developing immobilization concepts for reagents and catalysts including

N-acylation of ethanolamine using lipase: a chemoselective catalyst

• Mazaahir Kidwai,
• Roona Poddar and
• Poonam Mothsra

Beilstein J. Org. Chem. 2009, 5, No. 10, doi:10.3762/bjoc.5.10

• microwave irradiation. Keywords: chemoselective; lipase; microwave irradiation; zein number; Introduction Microwave assisted enzyme catalysis is a popular developing methodology in the field of green chemistry [1]. Enzymes have gained pivotal importance in the production of fine chemicals, pharmaceuticals

Synthesis of (–)-Indolizidine 167B based on domino hydroformylation/cyclization reactions

• Giuditta Guazzelli,
• Raffaello Lazzaroni and
• Roberta Settambolo

Beilstein J. Org. Chem. 2008, 4, No. 2, doi:10.1186/1860-5397-4-2

• reduction gives the target compound (ee 92%) (Scheme 1). The rhodium-catalyzed hydroformylation of olefins is an important industrial tool for the production of aldehydes [10][11]. During the last few years, the oxo process has been employed also in the synthesis of fine chemicals especially integrated in

Stereoselective α-fluoroamide and α-fluoro- γ-lactone synthesis by an asymmetric zwitterionic aza-Claisen rearrangement

• Kenny Tenza,
• Julian S. Northen,
• David O'Hagan and
• Alexandra M. Z. Slawin

Beilstein J. Org. Chem. 2005, 1, No. 13, doi:10.1186/1860-5397-1-13

• are finding increasing utility in pharmaceutical, fine chemicals and materials research. The zwitterionic aza-Claisen rearrangement proved to be an effective and competitive complement to asymmetric electrophilic fluorination strategies and provides access to versatile synthetic intermediates with