Recent advances in the tandem annulation of 1,3-enynes to functionalized pyridine and pyrrole derivatives

• Yi Liu,
• Puying Luo,
• Yang Fu,
• Tianxin Hao,
• Xuan Liu,
• Qiuping Ding and
• Yiyuan Peng

Beilstein J. Org. Chem. 2021, 17, 2462–2476, doi:10.3762/bjoc.17.163

• -heterocycle that is widely used in pharmaceuticals, photoelectric materials, and functional materials [20][21][22][23]. Many pyrrole derivatives play a significant role in the life science and medicine domains due to the good bioactivities, such as antitumor, anti-HIV, and anti-HSV-1 activity [24][25][26][27

Photoredox catalysis in nickel-catalyzed C–H functionalization

• Lusina Mantry,
• Rajaram Maayuri,
• Vikash Kumar and
• Parthasarathy Gandeepan

Beilstein J. Org. Chem. 2021, 17, 2209–2259, doi:10.3762/bjoc.17.143

• transformations have become one of the most reliable and basic tools for designing and manufacturing biologically relevant molecules and functional materials [1][2][3][4]. The formation of highly chemo-, regio-, and stereoselective products with excellent yields is the key reason for transition-metal catalysis as

• under slightly modified reaction conditions with exclusion of the nickel catalyst (Scheme 36) [113]. Acylation The ketone motif is an important functional group in pharmaceuticals, agrochemicals, and functional materials [114][115][116][117]. Hence continuous efforts devoted to developing a convenient

Chemical syntheses and salient features of azulene-containing homo- and copolymers

• Vijayendra S. Shetti

Beilstein J. Org. Chem. 2021, 17, 2164–2185, doi:10.3762/bjoc.17.139

• reported azulene-containing homo- and copolymers have proven to be efficient functional materials for organic field-effect transistor (OFET), all-polymer solar cell (PSC) applications, and they can also exhibit NIR absorption and electrochromism, and electrical conductivity. However, the reports on

An initiator- and catalyst-free hydrogel coating process for 3D printed medical-grade poly(ε-caprolactone)

• Jochen Löblein,
• Thomas Lorson,
• Miriam Komma,
• Tobias Kielholz,
• Maike Windbergs,
• Paul D. Dalton and
• Robert Luxenhofer

Beilstein J. Org. Chem. 2021, 17, 2095–2101, doi:10.3762/bjoc.17.136

• Jochen Loblein Thomas Lorson Miriam Komma Tobias Kielholz Maike Windbergs Paul D. Dalton Robert Luxenhofer Polymer Functional Materials, Chair for Advanced Materials Synthesis, Institute for Functional Materials and Biofabrication, Department of Chemistry and Pharmacy, Julius-Maximilians

Recent advances in the application of isoindigo derivatives in materials chemistry

• Andrei V. Bogdanov and
• Vladimir F. Mironov

Beilstein J. Org. Chem. 2021, 17, 1533–1564, doi:10.3762/bjoc.17.111

• of functional materials are analyzed and summarized. These bisheterocycles can be used in the creation of organic solar cells, sensors, lithium ion batteries as well as in OFET and OLED technologies. The potentials of the use of polymer structures based on isoindigo as photoactive component in the

Design, synthesis and photophysical properties of novel star-shaped truxene-based heterocycles utilizing ring-closing metathesis, Clauson–Kaas, Van Leusen and Ullmann-type reactions as key tools

• Shakeel Alvi and
• Rashid Ali

Beilstein J. Org. Chem. 2021, 17, 1374–1384, doi:10.3762/bjoc.17.96

• hint for its utility as novel building block for the development of a range of advanced functional materials for innumerable applications [8][9][10][11][12][13][14][15][16]. Moreover, truxene has also been vividly used for the construction of fullerenes and their bowl-shaped fragments besides their

• synthetic strategies and also novel truxene-based functional materials with unique properties. Bearing in mind the importance of the truxene framework, herein, we report diverse C3-symmetric heterocyclic systems possessing the truxene scaffold in their structures by means of cyclotrimerization, ring-closing

• medicinally active as well as smart functional materials possessing the pyrrole as a fundamental subunit [28][29][30]. Additionally, 3,4-disubstituted pyrrole derivatives are versatile building blocks for the production of diverse bioactive molecules like co-enzyme, alkaloids, porphyrins and other related

Effective microwave-assisted approach to 1,2,3-triazolobenzodiazepinones via tandem Ugi reaction/catalyst-free intramolecular azide–alkyne cycloaddition

• Maryna O. Mazur,
• Oleksii S. Zhelavskyi,
• Eugene M. Zviagin,
• Svitlana V. Shishkina,
• Vladimir I. Musatov,
• Maksim A. Kolosov,
• Elena H. Shvets,
• Anna Yu. Andryushchenko and
• Valentyn A. Chebanov

Beilstein J. Org. Chem. 2021, 17, 678–687, doi:10.3762/bjoc.17.57

• Maryna O. Mazur Oleksii S. Zhelavskyi Eugene M. Zviagin Svitlana V. Shishkina Vladimir I. Musatov Maksim A. Kolosov Elena H. Shvets Anna Yu. Andryushchenko Valentyn A. Chebanov Division of Chemistry of Functional Materials, State Scientific Institution “Institute for Single Crystals” of National

Metal-free visible-light-enabled vicinal trifluoromethyl dithiolation of unactivated alkenes

• Xiaojuan Li,
• Qiang Zhang,
• Weigang Zhang,
• Jinzhu Ma,
• Yi Wang and
• Yi Pan

Beilstein J. Org. Chem. 2021, 17, 551–557, doi:10.3762/bjoc.17.49

• in natural products, drug molecules, biologically active molecules, and functional materials. However, the highly selective incorporation of two different sulfur-bearing moieties across double bonds remains challenging [42]. Herein, we describe a visible-light-enabled cascade radical

Synthesis of N-perfluoroalkyl-3,4-disubstituted pyrroles by rhodium-catalyzed transannulation of N-fluoroalkyl-1,2,3-triazoles with terminal alkynes

• Olga Bakhanovich,
• Viktor Khutorianskyi,
• Vladimir Motornov and
• Petr Beier

Beilstein J. Org. Chem. 2021, 17, 504–510, doi:10.3762/bjoc.17.44

• , agrochemicals, and functional materials (polymers, dyes, films, etc.) (Figure 1) [1][2][3][4]. Numerous methods exist for pyrrole synthesis, including the classical and industrially important condensation approaches, such as the Hantzsch, Huisgen, and Paal–Knorr processes [5]. However, the direct modification

• , agrochemicals, and functional materials. Transformation of N-sulfonyl-1,2,3-triazoles to pyrroles via metal iminocarbenes. Transannulation of triazoles 2 with phenylacetylene. Transannulation of N-perfluoroalkyl-1,2,3-triazoles with aliphatic alkynes. Reaction of 1a with hex-5-ynenitrile. Metalation and

Diels–Alder reaction of β-fluoro-β-nitrostyrenes with cyclic dienes

• Savva A. Ponomarev,
• Roman V. Larkovich,
• Alexander S. Aldoshin,
• Andrey A. Tabolin,
• Sema L. Ioffe,
• Jonathan Groß,
• Till Opatz and
• Valentine G. Nenajdenko

Beilstein J. Org. Chem. 2021, 17, 283–292, doi:10.3762/bjoc.17.27

• contains at least one fluorine atom [6][7][8]. Fluorinated functional materials have also found wide application as durable ion exchange membranes, e.g., in fuel cells [9][10][11], as thermoplastic polymers [12][13][14], in electronic and optoelectronic technologies [15], and in liquid crystal display

The preparation and properties of 1,1-difluorocyclopropane derivatives

• Kymbat S. Adekenova,
• Peter B. Wyatt and
• Sergazy M. Adekenov

Beilstein J. Org. Chem. 2021, 17, 245–272, doi:10.3762/bjoc.17.25

• the gem-dihalomethylene fragment. Thus, they are of interest not only for the direct application as biologically active substances and functional materials but also as precursors to other fluorine-containing compounds [1][2]. Fluorine forms stable bonds to carbon and due to its high electronegativity

Circularly polarized luminescent systems fabricated by Tröger's base derivatives through two different strategies

• Cheng Qian,
• Yuan Chen,
• Qian Zhao,
• Ming Cheng,
• Chen Lin,
• Juli Jiang and
• Leyong Wang

Beilstein J. Org. Chem. 2021, 17, 52–57, doi:10.3762/bjoc.17.6

• test the chirality of luminescent materials [11][12]. As a useful building block in constructing functional materials [13][14], Tröger’s base (TB), first synthesized in 1887 [15], shows high controllability and obvious advantages. There are eleven sites in its framework that could be modified without

Construction of pillar[4]arene[1]quinone–1,10-dibromodecane pseudorotaxanes in solution and in the solid state

• Xinru Sheng,
• Errui Li and
• Feihe Huang

Beilstein J. Org. Chem. 2020, 16, 2954–2959, doi:10.3762/bjoc.16.245

• constructing functional materials from the bottom up as well as an important way to create new substances with functions [1][2][3][4][5]. Through ingenious designs and the applications of molecular recognition and self-assembly strategies, many exquisite supramolecular architectures have been fabricated

A novel and robust heterogeneous Cu catalyst using modified lignosulfonate as support for the synthesis of nitrogen-containing heterocycles

• Bingbing Lai,
• Meng Ye,
• Ping Liu,
• Minghao Li,
• Rongxian Bai and
• Yanlong Gu

Beilstein J. Org. Chem. 2020, 16, 2888–2902, doi:10.3762/bjoc.16.238

• significant damage of the Cu species. The pyridine-containing moiety, such as arylpyridines, widely exist in natural products, pharmaceutical agents and functional materials [34][35][36][37]. Traditional methods for synthesizing pyridine-containing derivatives include condensation reactions, cross-coupling

Synthetic approaches to bowl-shaped π-conjugated sumanene and its congeners

• Shakeel Alvi and
• Rashid Ali

Beilstein J. Org. Chem. 2020, 16, 2212–2259, doi:10.3762/bjoc.16.186

Access to highly substituted oxazoles by the reaction of α-azidochalcone with potassium thiocyanate

• Mysore Bhyrappa Harisha,
• Pandi Dhanalakshmi,
• Rajendran Suresh,
• Raju Ranjith Kumar and
• Shanmugam Muthusubramanian

Beilstein J. Org. Chem. 2020, 16, 2108–2118, doi:10.3762/bjoc.16.178

• -azidochalcones as the precursor [9], we herein report the preparation of highly substituted oxazoles and thiazoles. Oxazoles are ubiquitously found in various natural products [10][11][12][13][14], pharmaceuticals [15][16][17][18], functional materials [19][20] as well as in several organic building blocks [21

pH- and concentration-dependent supramolecular self-assembly of a naturally occurring octapeptide

• Goutam Ghosh and
• Gustavo Fernández

Beilstein J. Org. Chem. 2020, 16, 2017–2025, doi:10.3762/bjoc.16.168

• implications for the development of a wide range of functional materials [2][3][4][5][6][7][8]. Peptides are arguably the most eminent candidates among all types of biological self-assembling building blocks because of a number of key properties. This includes a high biocompatibility [9][10][11][12][13][14

Natural dolomitic limestone-catalyzed synthesis of benzimidazoles, dihydropyrimidinones, and highly substituted pyridines under ultrasound irradiation

• Kumar Godugu,
• Venkata Divya Sri Yadala,
• Mohammad Khaja Mohinuddin Pinjari,
• Trivikram Reddy Gundala,
• Lakshmi Reddy Sanapareddy and
• Chinna Gangi Reddy Nallagondu

Beilstein J. Org. Chem. 2020, 16, 1881–1900, doi:10.3762/bjoc.16.156

• , etc. [14][15][16]. In addition, these compounds are important intermediates in a variety of organic reactions and key elements in many functional materials [17][18][19]. Because of their potential utility, a huge number of synthetic protocols has been developed for the preparation of benzimidazole

Synthesis and properties of tetrathiafulvalenes bearing 6-aryl-1,4-dithiafulvenes

• Aya Yoshimura,
• Hitoshi Kimura,
• Kohei Kagawa,
• Mayuka Yoshioka,
• Toshiki Itou,
• Dhananjayan Vasu,
• Takashi Shirahata,
• Hideki Yorimitsu and
• Yohji Misaki

Beilstein J. Org. Chem. 2020, 16, 974–981, doi:10.3762/bjoc.16.86

• systems; electrochemical properties; extended π-conjugation; digital simulation analysis; tetrathiafulvalene; Introduction Tetrathiafulvalenes (TTFs) with extended π-conjugation have attracted attention as possible components of functional materials, such as molecular conductors, field-effect transistors

KOt-Bu-promoted selective ring-opening N-alkylation of 2-oxazolines to access 2-aminoethyl acetates and N-substituted thiazolidinones

• Qiao Lin,
• Shiling Zhang and
• Bin Li

Beilstein J. Org. Chem. 2020, 16, 492–501, doi:10.3762/bjoc.16.44

• has not been reported. Thiazolidinone derivatives are important moieties in functional materials and natural products [12][13][14], such as latrunculin that has been obtained from the sponge Cacospongia mycofijiensis [15]. Convenient syntheses of thiazolidinone derivatives are highly attractive to

Synthesis and circularly polarized luminescence properties of BINOL-derived bisbenzofuro[2,3-b:3’,2’-e]pyridines (BBZFPys)

• Ryo Takishima,
• Yuji Nishii,
• Tomoaki Hinoue,
• Yoshitane Imai and
• Masahiro Miura

Beilstein J. Org. Chem. 2020, 16, 325–336, doi:10.3762/bjoc.16.32

• fluorophore unit in certain light-emitting functional materials (Scheme 1) [14]. Meanwhile, organic optoelectronic materials with circularly polarized luminescence (CPL) characteristics have attracted significant research interests in recent years [18][19][20][21] for their potential applications in three

Ultrasonic-assisted unusual four-component synthesis of 7-azolylamino-4,5,6,7-tetrahydroazolo[1,5-a]pyrimidines

• Yana I. Sakhno,
• Maryna V. Murlykina,
• Oleksandr I. Zbruyev,
• Anton V. Kozyryev,
• Svetlana V. Shishkina,
• Dmytro Sysoiev,
• Vladimir I. Musatov,
• Sergey M. Desenko and
• Valentyn A. Chebanov

Beilstein J. Org. Chem. 2020, 16, 281–289, doi:10.3762/bjoc.16.27

• Yana I. Sakhno Maryna V. Murlykina Oleksandr I. Zbruyev Anton V. Kozyryev Svetlana V. Shishkina Dmytro Sysoiev Vladimir I. Musatov Sergey M. Desenko Valentyn A. Chebanov Division of Chemistry of Functional Materials, State Scientific Institution “Institute for Single Crystals” of National Academy

Recent developments in photoredox-catalyzed remote ortho and para C–H bond functionalizations

• Rafia Siddiqui and
• Rashid Ali

Beilstein J. Org. Chem. 2020, 16, 248–280, doi:10.3762/bjoc.16.26

• functional materials [56], the reduction of carbon dioxide [57][58][59], etc. Additionally, inorganic chemists have utilized inorganic photocatalysts for functional components, viz, doping [60][61][62][63][64][65][66][67], encapsulated guests [68][69][70][71][72][73][74], molecular machines [75][76][77][78

Synthesis, liquid crystalline behaviour and structure–property relationships of 1,3-bis(5-substituted-1,3,4-oxadiazol-2-yl)benzenes

• Afef Mabrouki,
• Malek Fouzai,
• Armand Soldera,
• Abdelkader Kriaa and
• Ahmed Hedhli

Beilstein J. Org. Chem. 2020, 16, 149–158, doi:10.3762/bjoc.16.17

• , University of Tunis El Manar, 2092, Tunis, Tunisia Department of Chemistry, Quebec Center for Functional Materials, University of Sherbrooke, Sherbrooke, Québec, J1K 2R1, Canada 10.3762/bjoc.16.17 Abstract Two series containing 1,3-bis(1,3,4-oxadiazol-2-yl)benzene as a rigid core (RC) and alkyl or

Synthesis and optoelectronic properties of benzoquinone-based donor–acceptor compounds

• Daniel R. Sutherland,
• Nidhi Sharma,
• Georgina M. Rosair,
• Ifor D. W. Samuel,
• Ai-Lan Lee and
• Eli Zysman-Colman

Beilstein J. Org. Chem. 2019, 15, 2914–2921, doi:10.3762/bjoc.15.285

• benzoquinones have found utility in a variety of different fields, such as medicinal chemistry [3], natural products [4], dyes [5], ligands [6][7][8][9], oxidation chemistry [10], functional materials [11], and molecular electronics [12][13]. Due to their myriad applications, one of our groups recently