The synthesis and structure of pyridine-oxadiazole iridium complexes and catalytic applications: Non-coordinating-anion-tuned selective C N bond formation DOI
Wei Yao, Yilin Zhang,

Haiyan Zhu

et al.

Chinese Chemical Letters, Journal Year: 2019, Volume and Issue: 31(3), P. 701 - 705

Published: Aug. 28, 2019

Language: Английский

Recent advances in sustainable synthesis of N-heterocycles following acceptorless dehydrogenative coupling protocol using alcohols DOI
Milan Maji, Dibyajyoti Panja, Ishani Borthakur

et al.

Organic Chemistry Frontiers, Journal Year: 2021, Volume and Issue: 8(11), P. 2673 - 2709

Published: Jan. 1, 2021

In this review, we have summarized various aspects of homogeneous and heterogeneously catalyzed recent advancements in the synthesis heterocycles following ADC approach.

Language: Английский

Citations

144
Borrowing Hydrogen Amination Reactions: A Complex Analysis of Trends and Correlations of the Various Reaction Parameters DOI
Evgeniya Podyacheva, Oleg I. Afanasyev, Dmitry Vasilyev

et al.

ACS Catalysis, Journal Year: 2022, Volume and Issue: 12(12), P. 7142 - 7198

Published: June 1, 2022

Borrowing hydrogen or the autotransfer amination is a powerful approach to create single C–N bonds, starting from stable and readily available substrates: amines alcohols. It considered as one of most atom-efficient green methods synthesize complex amines. Herein, we attempted arrange array existing data in comprehensive structured manner determine correlations between experimental conditions catalysis outcome both within different groups catalysts defined using machine analysis. For each type N-nucleophiles (aromatic, aliphatic, heteroaromatic amines, amides), efficient working were suggested, including attributing optimal base temperature regime for metal.

Language: Английский

Citations

83
Synthesis of N‐Heterocycles via Oxidant‐Free Dehydrocyclization of Alcohols Using Heterogeneous Catalysts DOI Creative Commons
Kangkang Sun,

Hongbin Shan,

Guoping Lu

et al.

Angewandte Chemie International Edition, Journal Year: 2021, Volume and Issue: 60(48), P. 25188 - 25202

Published: June 17, 2021

N-Heterocycles, such as pyrroles, pyrimidines, quinazolines, and quinoxalines, are important building blocks for organic chemistry the fine-chemical industry. For their synthesis, catalytic borrowing hydrogen acceptorless dehydrogenative coupling reactions of alcohols sustainable reagents have received significant attention in recent years. To overcome problems product separation catalyst reusability, several metal-based heterogeneous catalysts been reported to achieve these transformations with good yields selectivity. In this Minireview, we summarize developments using both noble non-noble synthesize N-heterocycles from N-nucleophiles via dehydrogenation or methodologies. Furthermore, Minireview introduces strategies preparation functionalization corresponding catalysts, discusses reaction mechanisms roles metal electronic states, influence support Lewis acid-base properties on reactions.

Language: Английский

Citations

93
Sustainable synthesis of N-heterocycles in water using alcohols following the double dehydrogenation strategy DOI
Milan Maji, Kaushik Chakrabarti, Dibyajyoti Panja

et al.

Journal of Catalysis, Journal Year: 2019, Volume and Issue: 373, P. 93 - 102

Published: April 3, 2019

Language: Английский

Citations

88
Nickel-catalysed dehydrogenative coupling of aromatic diamines with alcohols: selective synthesis of substituted benzimidazoles and quinoxalines DOI
Atanu Bera,

Motahar Sk,

Khushboo Singh

et al.

Chemical Communications, Journal Year: 2019, Volume and Issue: 55(42), P. 5958 - 5961

Published: Jan. 1, 2019

The first nickel-catalysed dehydrogenative coupling of primary alcohols and ethylene glycol with aromatic diamines for selective synthesis mono- di-substituted benzimidazoles quinoxalines is reported. earth-abundant, non-precious simple NiCl2/L1 system enables the N-heterocycles releasing water hydrogen gas as byproducts. Mechanistic studies involving deuterium labeling experiments quantitative determination evaluation were performed.

Language: Английский

Citations

87
Tandem transformations and multicomponent reactions utilizing alcohols following dehydrogenation strategy DOI
Bhaskar Paul, Milan Maji, Kaushik Chakrabarti

et al.

Organic & Biomolecular Chemistry, Journal Year: 2020, Volume and Issue: 18(12), P. 2193 - 2214

Published: Jan. 1, 2020

In this review, the progress of tandem transformation nitro, nitrile and azide functionalities is summarised to develop new C–C C–N bonds as well multi-component reactions using alcohols.

Language: Английский

Citations

71
The green chemistry paradigm in modern organic synthesis DOI
Sergei G. Zlotin, Ksenia S. Egorova, Valentine P. Ananikov

et al.

Russian Chemical Reviews, Journal Year: 2023, Volume and Issue: 92(12), P. RCR5104 - RCR5104

Published: Dec. 1, 2023

After the appearance of green chemistry concept, which was introduced in vocabulary early 1990s, its main statements have been continuously developed and modified. Currently, there are 10–12 cornerstones that should form basis for an ideal chemical process. This review analyzes accumulated experience achievements towards design products processes reduce or eliminate use generation hazardous substances. The presents views leading Russian scientists specializing various fields this subject, including homogeneous heterogeneous catalysis, fine basic organic synthesis, electrochemistry, polymer chemistry, based on bio-renewable feedstocks energetic compounds materials. A new approach to quantitative evaluation environmental friendliness by authors is described. <br> bibliography includes 1761.

Language: Английский

Citations

39
Metal‐Organic Framework Supported Copper Photoredox Catalysts for Iminyl Radical‐Mediated Reactions DOI Creative Commons
Ben Ma, Qi Xia, Deyang Wang

et al.

Angewandte Chemie International Edition, Journal Year: 2023, Volume and Issue: 62(21)

Published: March 10, 2023

Visible-light copper photocatalysis has recently emerged as a viable technology for building sustainable synthetic processes. To broaden the applications of phosphine-ligated copper(I) complexes, we describe herein an effective metal-organic framework (MOF)-supported photocatalyst multiple iminyl radical-mediated reactions. Due to site isolation, heterogenized photosensitizer significantly higher catalytic activity than its homogeneous counterpart. Using hydroxamic acid linker immobilize species on MOF supports affords heterogeneous catalysts with high recyclability. The post-synthetic modification sequence surfaces allows preparation previously unavailable monomeric species. Our findings highlight potential using MOF-based systems address fundamental challenges in development methodologies and mechanistic investigations transition-metal photoredox catalysis.

Language: Английский

Citations

26
Merrifield resin-supported quinone as an efficient biomimetic catalyst for metal-free, base-free, chemoselective synthesis of 2,4,6-trisubstituted pyridines DOI
Qing Yang, Yilin Zhang, Wei Zeng

et al.

Green Chemistry, Journal Year: 2019, Volume and Issue: 21(20), P. 5683 - 5690

Published: Jan. 1, 2019

Metal-free, base-free, biomimetic, and chemoselective synthesis of 2,4,6-trisubstituted pyridines was developed for the first time under mild conditions.

Language: Английский

Citations

66
Preparation of pyridyltriazole ruthenium complexes as effective catalysts for the selective alkylation and one-pot C–H hydroxylation of 2-oxindole with alcohols and mechanism exploration DOI
Qiang Wu, Le Pan,

Guangming Du

et al.

Organic Chemistry Frontiers, Journal Year: 2018, Volume and Issue: 5(18), P. 2668 - 2675

Published: Jan. 1, 2018

Pyridyltriazole-ligated ruthenium(ii) complexes have been designed and synthesized, which were characterized by X-ray crystallography.

Language: Английский

Citations

64