Aerobic Copper-Catalyzed Synthesis of Benzimidazoles from Diaryl- and Alkylamines via Tandem Triple C–H Aminations DOI
Taoyuan Liang, Zhenda Tan, He Zhao

et al.

ACS Catalysis, Journal Year: 2018, Volume and Issue: 8(3), P. 2242 - 2246

Published: Feb. 6, 2018

Through radical-induced tandem triple C–H aminations with free amines as the aminating agents, we herein present a precedent on aerobic copper-catalyzed synthesis of 5-diarylamino benzimidazoles, class optoelectronic device analogues by combining two molecules diarylamines and one molecule alkylamine in single operation. The developed chemistry proceeds merits natural abundant copper/O2 catalyst system, readily available feedstocks, broad substrate scope, good functional group tolerance, exclusive regio- chemoselectivity, high step atom efficiency, which offers an important basis for further construction products that are inaccessible or difficult to prepare existing methods employing catalytic amination strategy.

Language: Английский

Recent trends in catalytic sp3 C–H functionalization of heterocycles DOI Creative Commons
Milanpreet Kaur,

Jeffrey F. Van Humbeck

Organic & Biomolecular Chemistry, Journal Year: 2020, Volume and Issue: 18(4), P. 606 - 617

Published: Jan. 1, 2020

In this mini-review, we attempt to highlight gaps in existing techniques for sp3 C–H activation adjacent heterocycles.

Language: Английский

Citations

48
Iron-Catalyzed Coupling of Methyl N-Heteroarenes with Primary Alcohols: Direct Access to E-Selective Olefins DOI
Jagadish Das, Mari Vellakkaran,

Motahar Sk

et al.

Organic Letters, Journal Year: 2019, Volume and Issue: 21(18), P. 7514 - 7518

Published: Aug. 30, 2019

An efficient Fe-catalyzed system is reported for direct α-olefination of methyl-substituted N-heteroarenes with primary alcohols. The catalytic dehydrogenative coupling enables a series functionalized E-olefinated N-heteroaromatics excellent selectivity (>99%). Initial mechanistic studies including deuterium-labeling experiments provide evidence the participation benzylic C-H/D bond

Language: Английский

Citations

46
Iridium Supported on Phosphorus‐Doped Porous Organic Polymers: Active and Recyclable Catalyst for Acceptorless Dehydrogenation and Borrowing Hydrogen Reaction DOI
Wei Yao, Zheng‐Chao Duan, Yilin Zhang

et al.

Advanced Synthesis & Catalysis, Journal Year: 2019, Volume and Issue: 361(24), P. 5695 - 5703

Published: Oct. 22, 2019

Abstract Iridium‐on‐phosphorus‐doped porous organic polymers (POP−Ir) were developed by anchoring simple iridium onto the skeleton of through coordination bonds. This POP−Ir catalyst, which was thoroughly characterized means EDS, SEM, TEM, XRD, XPS, and FT‐IR, revealed excellent catalytic activity for reaction diphenyl phosphinamide with benzyl alcohols borrowing hydrogen strategy acceptorless dehydrogenation wide functional group tolerance. Moreover, this catalyst could be simply recovered reused at least five times without a significant loss activity, considerable application prospects. The mechanism investigated to further understand system transformations. Overall, has shown high reusability in between phosphinamides alcohols. magnified image

Language: Английский

Citations

43
Looking deep into C–H functionalization: the synthesis and application of cyclopentadienyl and related metal catalysts DOI
Guilherme A. M. Jardim, Renato L. Carvalho, Mateus P. Nunes

et al.

Chemical Communications, Journal Year: 2022, Volume and Issue: 58(19), P. 3101 - 3121

Published: Jan. 1, 2022

This feature review is focused on recent key applications of commonly used transition-metal Cp-type catalysts for C–H bond functionalizations.

Language: Английский

Citations

23
Aerobic Copper-Catalyzed Synthesis of Benzimidazoles from Diaryl- and Alkylamines via Tandem Triple C–H Aminations DOI
Taoyuan Liang, Zhenda Tan, He Zhao

et al.

ACS Catalysis, Journal Year: 2018, Volume and Issue: 8(3), P. 2242 - 2246

Published: Feb. 6, 2018

Through radical-induced tandem triple C–H aminations with free amines as the aminating agents, we herein present a precedent on aerobic copper-catalyzed synthesis of 5-diarylamino benzimidazoles, class optoelectronic device analogues by combining two molecules diarylamines and one molecule alkylamine in single operation. The developed chemistry proceeds merits natural abundant copper/O2 catalyst system, readily available feedstocks, broad substrate scope, good functional group tolerance, exclusive regio- chemoselectivity, high step atom efficiency, which offers an important basis for further construction products that are inaccessible or difficult to prepare existing methods employing catalytic amination strategy.

Language: Английский

Citations

43