‘On-water’ organic synthesis: a green, highly efficient, low cost and reusable catalyst system for biaryl synthesis under aerobic conditions at room temperature

RSC Advances ◽  
2015 ◽  
Vol 5 (63) ◽  
pp. 50655-50659 ◽  
Author(s):  
Bishwajit Saikia ◽  
Preeti Rekha Boruah ◽  
Abdul Aziz Ali ◽  
Diganta Sarma
Keyword(s):  
Organic Synthesis ◽  
Room Temperature ◽  
Low Cost ◽  
Suzuki Reaction ◽  
Catalyst System ◽  
Reusable Catalyst ◽  
Wide Range ◽  
Biaryl Synthesis ◽  
Phenylboronic Acids ◽  
Operational Simplicity

The PdCl2/sucrose/K2CO3/H2O system showed the superb catalytic activity towards the Suzuki reaction of a wide range of aryl/heteroaryl halides with diverse phenylboronic acids at room temperature with operational simplicity and shorter reaction time.

scholarly journals Photocatalytic three-component asymmetric sulfonylation via direct C(sp3)-H functionalization

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Shi Cao ◽  
Wei Hong ◽  
Ziqi Ye ◽  
Lei Gong
Keyword(s):  
Asymmetric Catalysis ◽  
Organic Synthesis ◽  
Photochemical Reaction ◽  
Low Cost ◽  
Bioactive Molecules ◽  
Atom Economy ◽  
Mild Conditions ◽  
Wide Range ◽  
Unsaturated Carbonyl Compound ◽  
Direct Functionalization

AbstractThe direct and selective C(sp3)-H functionalization of cycloalkanes and alkanes is a highly useful process in organic synthesis owing to the low-cost starting materials, the high step and atom economy. Its application to asymmetric catalysis, however, has been scarcely explored. Herein, we disclose our effort toward this goal by incorporation of dual asymmetric photocatalysis by a chiral nickel catalyst and a commercially available organophotocatalyst with a radical relay strategy through sulfur dioxide insertion. Such design leads to the development of three-component asymmetric sulfonylation involving direct functionalization of cycloalkanes, alkanes, toluene derivatives or ethers. The photochemical reaction of a C(sp3)-H precursor, a SO2 surrogate and a common α,β-unsaturated carbonyl compound proceeds smoothly under mild conditions, delivering a wide range of biologically interesting α-C chiral sulfones with high regio- and enantioselectivity (>50 examples, up to >50:1 rr and 95% ee). This method is applicable to late-stage functionalization of bioactive molecules, and provides an appealing access to enantioenriched compounds starting from the abundant hydrocarbon compounds.

μCHILL: a lightweight, modular system for handling crystalline samples at low temperatures under inert conditions

2018 ◽  
Vol 51 (2) ◽  
pp. 541-548 ◽  
Author(s):  
Michael Solar ◽  
Nils Trapp
Keyword(s):  
Low Temperatures ◽  
Room Temperature ◽  
Low Cost ◽  
Three Dimensional ◽  
Modular System ◽  
Preparation Time ◽  
Stable Conditions ◽  
Wide Range ◽  
Single Operator ◽  
Cold Gas

A procedure for preparing and mounting crystals under inert conditions is demonstrated, using a specialized apparatus (μCHILL) to provide a cold gas stream fed from a liquid nitrogen (LN2) reservoir or an open bath heat exchanger. A second, dry gas stream at room temperature enwraps the cold gas, protecting the sample preparation zone from ambient moisture. The technique is extremely flexible, requiring only a single operator, little practice and almost no preparation time. The device enables operation in a wide temperature range (at least 213 K to room temperature), providing temperature control and very stable conditions with no icing for extended time periods. The flexible, modular and low-cost design is based on three-dimensional-printed parts and readily available standard components, potentially making the device available to a wide range of users and applications not limited to single-crystal studies.

scholarly journals Multicomponent Synthesis of 2-(2,4-Diamino-3-cyano-5H-chromeno[2,3-b]pyridin-5-yl)malonic Acids in DMSO

Molecules ◽  
2021 ◽  
Vol 26 (22) ◽  
pp. 6839
Author(s):  
Yuliya E. Ryzhkova ◽  
Michail N. Elinson ◽  
Oleg I. Maslov ◽  
Artem N. Fakhrutdinov
Keyword(s):  
Reaction Mechanism ◽  
Organic Synthesis ◽  
Multicomponent Reactions ◽  
Room Temperature ◽  
Low Cost ◽  
2D Nmr ◽  
Biologically Active ◽  
Multicomponent Synthesis ◽  
2D Nmr Spectroscopy ◽  
Low Toxicity

Dimethyl sulfoxide is a widely used solvent in organic synthesis and in the pharmaceutical industry because of its low cost, stability, and low toxicity. Multicomponent reactions are an advanced approach that has become an efficient, economical, and eco-friendly substitute for the conventional sequential multi-step synthesis of various biologically active compounds. This approach was adopted for the synthesis of previously unknown 2-(2,4-diamino-3-cyano-5H-chromeno[2,3-b]pyridin-5-yl)malonic acids via transformation of salicylaldehydes, malononitrile dimer, and malonic acid. It was shown that the use of DMSO at room temperature makes it possible to synthesize previously unavailable compounds. The investigation of the reaction mechanism using 1H-NMR monitoring made it possible to confirm the proposed mechanism of the transformation. The structure of synthesized 5H-chromeno[2,3-b]pyridines was confirmed by 2D-NMR spectroscopy.

Pd(OAc)2 and (DHQD)2PHAL as a simple, efficient and recyclable/reusable catalyst system for Suzuki–Miyaura cross-coupling reactions in H2O at room temperature

2015 ◽  
Vol 39 (4) ◽  
pp. 2440-2443 ◽  
Author(s):  
Bishwajit Saikia ◽  
Abdul Aziz Ali ◽  
Preeti Rekha Boruah ◽  
Diganta Sarma ◽  
Nabin Chandra Barua
Keyword(s):  
Room Temperature ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Catalyst System ◽  
Reusable Catalyst ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Cross Coupling Reaction

Suzuki–Miyaura cross-coupling reaction catalyzed by Pd(OAc)2–(DHQD)2PHAL is a very simple, mild, efficient and recyclable/reusable protocol for the synthesis of biaryls/heterobiaryls in neat H2O at room temperature.

A Highly Active Cobalt Catalyst System for Kumada Biaryl Cross-Coupling

Synlett ◽  
2018 ◽  
Vol 29 (09) ◽  
pp. 1199-1202 ◽  
Author(s):  
Wenqin Wu ◽  
Hung Duong
Keyword(s):  
Room Temperature ◽  
Cobalt Catalyst ◽  
Cross Coupling ◽  
Catalyst System ◽  
Coupling Reactions ◽  
Short Reaction Time ◽  
Cross Coupling Reactions ◽  
Highly Active ◽  
Aryl Bromides ◽  
Wide Range

A highly active cobalt catalyst system has been developed for the cross-coupling reactions of arylmagnesium reagents and aryl bromides. In the presence of 1 mol% CoCl2, 2 mol% IPr·HCl and 2 mol% NaO t Bu, a wide range of (hetero)biaryls are prepared in 51–99% yields at room temperature within a short reaction time.

Recent developments in arylation of N-nucleophiles via Chan-Lam reaction: updates from 2012 onwards

2021 ◽  
Vol 17 ◽  
Author(s):  
Fahimeh Abedinifar ◽  
Mohammad Mahdavi ◽  
Elham babazadeh Rezaei ◽  
Mehdi Asadi ◽  
Bagher Larijani
Keyword(s):  
Organic Synthesis ◽  
Room Temperature ◽  
Cross Coupling ◽  
Recent Decade ◽  
Boronic Acids ◽  
Research Progress ◽  
Wide Range ◽  
Recent Developments ◽  
Comprehensive Survey ◽  
First Time

: ''Chan-Evans-Lam'' (CEL) reaction is the copper-mediated cross-coupling of N-nucleophiles with boronic acids that was independently reported in 1998 by Chan, Evans, and Lam for the first time. This reaction is accomplished at room temperature with a remarkably wide range of nucleophiles. In the recent decade, it has been particularly attractive as a convenient method for constructing the various C–N bonds in organic synthesis. Therefore, a comprehensive survey through all reported process was crucial. In this review, we summarized research progress about N-Arylation, based on the type of N-nucleophile involved in this reaction and catalysts from 2012 onwards.

Biocatalytic routes toward pharmaceutically important precursors and novel polymeric systems

2005 ◽  
Vol 77 (1) ◽  
pp. 209-226 ◽  
Author(s):  
Sunil K. Sharma ◽  
Mofazzal Husain ◽  
Rajesh Kumar ◽  
Lynne A. Samuelson ◽  
Jayant Kumar ◽  
...  
Keyword(s):  
Organic Compounds ◽  
Organic Synthesis ◽  
Organic Solvents ◽  
Low Cost ◽  
Polymeric Materials ◽  
Environmental Friendliness ◽  
Polymeric Systems ◽  
Wide Range ◽  
Synthetic Sequence

The synthetic potential of enzymes related to organic synthesis has been applied profusely, especially since the introduction of their use in organic solvents. Enzymes offer the opportunity to carry out highly chemo-, regio-, and enantioselective transformations. The use of enzymes in the synthetic sequence provides unique advantages of efficiency and environmental friendliness. Owing to their low cost and applicability to a broad range of substrates, lipases have become the most versatile class of biocatalysts in organic synthesis. We have screened a battery of lipases to carry out highly selective reactions for the synthesis of a wide range of organic compounds and polymeric materials.

Pd(OAc)2 in WERSA: a novel green catalytic system for Suzuki–Miyaura cross-coupling reactions at room temperature

2015 ◽  
Vol 51 (57) ◽  
pp. 11489-11492 ◽  
Author(s):  
Preeti Rekha Boruah ◽  
Abdul Aziz Ali ◽  
Mitali Chetia ◽  
Bishwajit Saikia ◽  
Diganta Sarma
Keyword(s):  
Catalytic System ◽  
Room Temperature ◽  
Cross Coupling ◽  
Catalyst System ◽  
Reusable Catalyst ◽  
Organic Media ◽  
Coupling Reactions ◽  
Cross Coupling Reactions

Pd(OAc)2–WERSA as a novel, efficient and recyclable/reusable catalyst system for Suzuki–Miyaura cross-coupling reactions at room temperature. This is a ligand/base/promoter/additive/organic media free protocol.

Sign in / Sign up

Export Citation Format

Share Document