The in situ generation and reactive quench of diazonium compounds in the synthesis of azo compounds in microreactors

• Faith M. Akwi and
• Paul Watts

Beilstein J. Org. Chem. 2016, 12, 1987–2004, doi:10.3762/bjoc.12.186

• principles of green chemistry [1][2] such as less hazardous chemical synthesis, efficient atom economy, reduction of waste produced, some alternative cleaner methods for the synthesis of azo dyes have been developed. These methods are however only representative of particular coupling agents and diazotized

Bridgehead vicinal diallylation of norbornene derivatives and extension to propellane derivatives via ring-closing metathesis

• Sambasivarao Kotha and
• Rama Gunta

Beilstein J. Org. Chem. 2016, 12, 1877–1883, doi:10.3762/bjoc.12.177

• refinement. S. K. thanks the Department of Science and Technology for the award of a J. C. Bose fellowship and Praj industries for Chair Professorship (Green Chemistry). R. G. thanks the University Grants Commission (UGC), New Delhi for the award of a research fellowship.

Effect of the π-conjugation length on the properties and photovoltaic performance of A–π–D–π–A type oligothiophenes with a 4,8-bis(thienyl)benzo[1,2-b:4,5-b′]dithiophene core

• Ni Yin,
• Lilei Wang,
• Yi Lin,
• Jinduo Yi,
• Lingpeng Yan,
• Junyan Dou,
• Hai-Bo Yang,
• Xin Zhao and
• Chang-Qi Ma

Beilstein J. Org. Chem. 2016, 12, 1788–1797, doi:10.3762/bjoc.12.169

• Chemistry, Biology and Material Engineering, Suzhou University of Science and Technology, 1 Ke Rui Road, Suzhou, Jiangsu, 215009, P. R. China Department of Chemistry, Shanghai Key Laboratory of Green Chemistry and Chemical, East China Normal University, 3663 North Zhongshan Road, Shanghai 200062, P. R

Sustainable catalysis

• Nicholas J. Turner

Beilstein J. Org. Chem. 2016, 12, 1778–1779, doi:10.3762/bjoc.12.167

• Nicholas J. Turner School of Chemistry & Manchester Institute of Biotechnology, The University of Manchester, 131 Princess Street, M1 7DN, Manchester, United Kingdom 10.3762/bjoc.12.167 Keywords: green chemistry; sustainable catalysis; This focused collection of papers is devoted to recent

• developments in ‘green chemistry’, especially the applications of catalytic methods, involving both chemo- and biocatalysis. The development of catalytic processes is an important current theme in organic chemistry, since it aims to reduce the environmental impact of the industrial synthesis of chemicals and

• terms of safety and disposal of waste byproducts. Recently, many of these aspects of green chemistry have been the focus of the CHEM21 project (http://www.chem21.eu), funded by the Innovative Medicines Initiative, which is supported by the European Federation of Pharmaceutical Industries Association

Rearrangements of organic peroxides and related processes

• Ivan A. Yaremenko,
• Vera A. Vil’,
• Dmitry V. Demchuk and
• Alexander O. Terent’ev

Beilstein J. Org. Chem. 2016, 12, 1647–1748, doi:10.3762/bjoc.12.162

• organocatalysts [262][263]. There are also Green chemistry approaches for Baeyer−Villiger oxidations based on enzyme-mediated processes, which are used for the preparation of chiral lactones. This type of biocatalysis is useful in synthetic chemistry and either isolated enzymes or living whole cells are applied

Mutagenic activity of quaternary ammonium salt derivatives of carbohydrates

• Barbara Dmochowska,
• Karol Sikora,
• Anna Woziwodzka,
• Jacek Piosik and
• Beata Podgórska

Beilstein J. Org. Chem. 2016, 12, 1434–1439, doi:10.3762/bjoc.12.138

• “green chemistry” solvents, and are considered as a good alternative for classical organic solvents. Among many applications, dissolving cellulose (which was impossible for common solvents), depolymerizing nonnatural polymers, and capturing CO2 appear particularly interesting [15]. Despite their unique

Iodine-mediated synthesis of 3-acylbenzothiadiazine 1,1-dioxides

• Long-Yi Xi,
• Ruo-Yi Zhang,
• Lei Shi,
• Shan-Yong Chen and
• Xiao-Qi Yu

Beilstein J. Org. Chem. 2016, 12, 1072–1078, doi:10.3762/bjoc.12.101

• Long-Yi Xi Ruo-Yi Zhang Lei Shi Shan-Yong Chen Xiao-Qi Yu Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, PR China 10.3762/bjoc.12.101 Abstract An iodine-mediated synthesis of 3-acylbenzothiadizine 1,1-dioxides is

Cationic Pd(II)-catalyzed C–H activation/cross-coupling reactions at room temperature: synthetic and mechanistic studies

• Takashi Nishikata,
• Alexander R. Abela,
• Shenlin Huang and
• Bruce H. Lipshutz

Beilstein J. Org. Chem. 2016, 12, 1040–1064, doi:10.3762/bjoc.12.99

• intermediate, characterized by X-ray analysis. Roles of various additives in the stepwise process have also been studied. Keywords: arylation; cationic palladium; C–H functionalization; green chemistry; olefination; Introduction Transition metal-catalyzed, direct functionalization of aryl C–H bonds has made

A convenient route to symmetrically and unsymmetrically substituted 3,5-diaryl-2,4,6-trimethylpyridines via Suzuki–Miyaura cross-coupling reaction

• Dariusz Błachut,
• Joanna Szawkało and
• Zbigniew Czarnocki

Beilstein J. Org. Chem. 2016, 12, 835–845, doi:10.3762/bjoc.12.82

• , especially in water-based solvents, is important from the point of view of so-called “green chemistry” and also its economic efficiency [44][45]. In our hands, all attempts to carry out the reaction with both palladium acetate or palladium chloride gave the desired diarylated product 4 with unacceptable

Three new trixane glycosides obtained from the leaves of Jungia sellowii Less. using centrifugal partition chromatography

• Luíse Azevedo,
• Larissa Faqueti,
• Marina Kritsanida,
• Antonia Efstathiou,
• Despina Smirlis,
• Gilberto C. Franchi Jr,
• Grégory Genta-Jouve,
• Sylvie Michel,
• Louis P. Sandjo,
• Raphaël Grougnet and
• Maique W. Biavatti

Beilstein J. Org. Chem. 2016, 12, 674–683, doi:10.3762/bjoc.12.68

• complexity, and frequently have more advantageous ADME/T properties [18]. Compared to other chromatographic methods, centrifugal partition chromatography (CPC) is compatible with green chemistry criteria since it does not use any polluting solid support such as silica. Moreover, it allows the complete

A selective and mild glycosylation method of natural phenolic alcohols

• Mária Mastihubová and
• Monika Poláková

Beilstein J. Org. Chem. 2016, 12, 524–530, doi:10.3762/bjoc.12.51

• contract No. APVV-846-12, the Scientific Grant Agency of the Ministry of Education of Slovak Republic and Slovak Academy of Sciences (VEGA) under the project No. 2/0138/12 and the Research & Development Operational Programmes funded by the ERDF („Centre of Excellence on Green Chemistry Methods and

• Processes“, CEGreenI, Contract No. 26240120001 as well as „Amplification of the Centre of Excellence on Green Chemistry Methods and Processes“, CEGreenII, Contract No. 26240120025). The authors thank I. Uhliariková for NMR measurements, S. Bekešová and S. Vlčková for mass measurements.

Synthesis of bi- and bis-1,2,3-triazoles by copper-catalyzed Huisgen cycloaddition: A family of valuable products by click chemistry

• Zhan-Jiang Zheng,
• Ding Wang,
• Zheng Xu and
• Li-Wen Xu

Beilstein J. Org. Chem. 2015, 11, 2557–2576, doi:10.3762/bjoc.11.276

• investigated and recognized as an epoch-making progress in organic synthesis and green chemistry [11][12][13][14][15]. After many years of research, it was proven that the Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC reaction) could be performed under various conditions according to the need of click

Cross metathesis of unsaturated epoxides for the synthesis of polyfunctional building blocks

• Meriem K. Abderrezak,
• Kristýna Šichová,
• Nancy Dominguez-Boblett,
• Antoine Dupé,
• Zahia Kabouche,
• Christian Bruneau and
• Cédric Fischmeister

Beilstein J. Org. Chem. 2015, 11, 1876–1880, doi:10.3762/bjoc.11.201

• UMR6226 CNRS, Institut des Sciences Chimiques de Rennes, Université de Rennes 1, Organometallics: Materials and Catalysis, Centre for Catalysis and Green Chemistry, Campus de Beaulieu, 35042 Rennes Cedex, France Charles University in Prague, Faculty of Science, Department of Physical and Macromolecular

Recent applications of ring-rearrangement metathesis in organic synthesis

• Sambasivarao Kotha,
• Milind Meshram,
• Priti Khedkar,
• Shaibal Banerjee and
• Deepak Deodhar

Beilstein J. Org. Chem. 2015, 11, 1833–1864, doi:10.3762/bjoc.11.199

• have covered literature that appeared during the last seven years (2008–2014). Keywords: Diels–Alder chemistry; green chemistry; natural products; olefin metathesis; polycycles; ring-rearrangement metathesis; Introduction Transition metal–carbene complexes (Figure 1) introduced during the last two

An efficient synthesis of N-substituted 3-nitrothiophen-2-amines

• Sundaravel Vivek Kumar,
• Shanmugam Muthusubramanian,
• J. Carlos Menéndez and
• Subbu Perumal

Beilstein J. Org. Chem. 2015, 11, 1707–1712, doi:10.3762/bjoc.11.185

• goals of green chemistry [32]. In this context, we wish to report herein a new and efficient synthesis of 3-nitro-N-aryl/alkylthiophen-2-amines based on domino reactions between α-nitroketene N,S-aryl/alkylaminoacetals and 1,4-dithiane-2,5-diol, the dimer of 2-mercaptoacetaldehyde (Scheme 2). This work

Robust bifunctional aluminium–salen catalysts for the preparation of cyclic carbonates from carbon dioxide and epoxides

• Yuri A. Rulev,
• Zalina Gugkaeva,
• Victor I. Maleev,
• Michael North and
• Yuri N. Belokon

Beilstein J. Org. Chem. 2015, 11, 1614–1623, doi:10.3762/bjoc.11.176

• Yuri A. Rulev Zalina Gugkaeva Victor I. Maleev Michael North Yuri N. Belokon Nesmeyanov Institute of Organoelement Compounds, Moscow 19991, Russia Green Chemistry Centre of Excellence, Department of Chemistry, University of York, Heslington, York, YO10 5DD, UK 10.3762/bjoc.11.176 Abstract Two new

Preparative semiconductor photoredox catalysis: An emerging theme in organic synthesis

• David W. Manley and
• John C. Walton

Beilstein J. Org. Chem. 2015, 11, 1570–1582, doi:10.3762/bjoc.11.173

• constituents of pharmaceuticals and dyestuffs, are non-trivial and involve multiple steps. Consequently, the one-pot SCPC oxidation of phenanthrene (1) to benzocoumarin (2), with a dispersion of TiO2 in aqueous, oxygenated CH3CN [29], is very appealing from a green chemistry point of view (Scheme 1). First

The synthesis of active pharmaceutical ingredients (APIs) using continuous flow chemistry

• Marcus Baumann and
• Ian R. Baxendale

Beilstein J. Org. Chem. 2015, 11, 1194–1219, doi:10.3762/bjoc.11.134

• -up with a productivity of 70 g fanetizole (87) in 7 h. In 2013 the Jamison group reported the flow synthesis of the important H1-antagonist diphenhydramine·HCl (92) showcasing the potential of modern flow chemistry to adhere to green chemistry principles (minimal use of organic solvents, atom economy

Electrosynthesis and electrochemistry

• Siegfried R. Waldvogel

Beilstein J. Org. Chem. 2015, 11, 949–950, doi:10.3762/bjoc.11.105

• current unsteady supply does not match the demand. Thus, the use of abundant electric power in electrosynthetic processes seems to be rational because high valorisation can be expected. Therefore, electrosynthesis fulfils all requirements for “green chemistry” [4]. When changing feed stocks and natural

Matsuda–Heck reaction with arenediazonium tosylates in water

• Ksenia V. Kutonova,
• Marina E. Trusova,
• Andrey V. Stankevich,
• Pavel S. Postnikov and
• Victor D. Filimonov

Beilstein J. Org. Chem. 2015, 11, 358–362, doi:10.3762/bjoc.11.41

• from commercially available anilines than from haloarenes or triflates. Typically, alcohols, THF or DMF are used as solvents for Matsuda–Heck reactions. One of the most rapidly developing trends in organic synthesis is the carrying out of reactions in water following a «Green chemistry» approach [4

A green approach to the synthesis of novel phytosphingolipidyl β-cyclodextrin designed to interact with membranes

• Yong Miao,
• Florence Djedaïni-Pilard and
• Véronique Bonnet

Beilstein J. Org. Chem. 2014, 10, 2654–2657, doi:10.3762/bjoc.10.278

• with a promising yield. Keywords: fatty ester; green chemistry; lipase; mono-substituted amphiphilic cyclodextrins; peptide Coupling; solvent-free medium; transesterification; Introduction Cyclodextrins (CDs) are sustainable compounds which are particularly interesting in the frame of pharmaceutical

Cyclodextrin-grafted polymers functionalized with phosphanes: a new tool for aqueous organometallic catalysis

• Jonathan Potier,
• Stéphane Menuel,
• David Mathiron,
• Véronique Bonnet,
• Frédéric Hapiot and
• Eric Monflier

Beilstein J. Org. Chem. 2014, 10, 2642–2648, doi:10.3762/bjoc.10.276

• ; phosphane; polymer; Introduction Although aqueous organometallic catalysis has been developed long before P. T. Anastas and J. C. Warner set out the foundations of Green Chemistry [1], the very essence of this concept relies on several of the twelve fundamental principles. As such, the use of effective

Synthesis of 2-trifluoromethylpyrazolo[5,1-a]isoquinolines via silver triflate-catalyzed or electrophile-mediated one-pot tandem reaction

• Xiaoli Zhou,
• Meiling Liu,
• Puying Luo,
• Yingjun Lai,
• Tangtao Yang and
• Qiuping Ding

Beilstein J. Org. Chem. 2014, 10, 2286–2292, doi:10.3762/bjoc.10.238

• Xiaoli Zhou Meiling Liu Puying Luo Yingjun Lai Tangtao Yang Qiuping Ding Key Laboratory of Small Functional Organic Molecule, Ministry of Education and Jiangxi's Key Laboratory of green chemistry, Jiangxi Normal University, Nanchang, Jiangxi 330022, P. R. China Department of Obstetrics and

Supercritical carbon dioxide: a solvent like no other

• Jocelyn Peach and
• Julian Eastoe

Beilstein J. Org. Chem. 2014, 10, 1878–1895, doi:10.3762/bjoc.10.196

• Jocelyn Peach Julian Eastoe School of Chemistry, University of Bristol, Cantock’s Close, Bristol, BS8 1TS, U.K. 10.3762/bjoc.10.196 Abstract Supercritical carbon dioxide (scCO2) could be one aspect of a significant and necessary movement towards green chemistry, being a potential replacement for

• on the philosophy of green chemistry, a concept encouraging the design of chemically efficient products and processes that reduce or eliminate the use or generation of hazardous substances [1]. This can, in theory, be achieved through the application of a set of ‘principles’, including reduced use

Clean and fast cross-coupling of aryl halides in one-pot

• Valerica Pandarus,
• Geneviève Gingras,
• François Béland,
• Rosaria Ciriminna and
• Mario Pagliaro

Beilstein J. Org. Chem. 2014, 10, 897–901, doi:10.3762/bjoc.10.87

• . As the fine chemicals and pharmaceutical industries are eventually adopting green chemistry synthetic methodologies [13], this method provides both industries with a clean route to valued compounds that are widely used in many industrial sectors. Chemical structure of SiliaCat DPP-Pd. Heterogeneously