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

Ni‐Catalyzed α‐Alkylation of Unactivated Amides and Esters with Alcohols by Hydrogen Auto‐Transfer Strategy DOI
Siba P. Midya, Jagannath Rana,

Jayaraman Pitchaimani

et al.

ChemSusChem, Journal Year: 2018, Volume and Issue: 11(22), P. 3911 - 3916

Published: Oct. 5, 2018

Abstract A transition‐metal‐catalyzed borrowing hydrogen/hydrogen auto‐transfer strategy allows the utilization of feedstock alcohols as an alkylating partner, which avoids formation stoichiometric salt waste and enables a direct benign approach for construction C‐N C−C bonds. In this study, nickel‐catalyzed α‐alkylation unactivated amides ester ( tert ‐butyl acetate) is carried out by using primary under mild conditions. This bond‐forming reaction catalyzed new, molecularly defined nickel(II) NNN‐pincer complex (0.1–1 mol %) proceeds through hydrogen auto‐transfer, thereby releasing water sole byproduct. addition, N ‐alkylation cyclic Ni‐catalytic conditions demonstrated.

Language: Английский

Citations

60

Immobilization of manganese dioxide nanoparticles on modified poly 2,4-dichlorostyrene microspheres: a highly efficient and recyclable catalyst for borrowing hydrogen reactions DOI
Ye Qiu, Yilin Zhang, Lu Jin

et al.

Organic Chemistry Frontiers, Journal Year: 2019, Volume and Issue: 6(19), P. 3420 - 3427

Published: Jan. 1, 2019

Modified poly 2,4-dichlorostyrene microspheres were designed and synthesized, proved to be an effective carrier synthesize supported manganese dioxide nanoparticles.

Language: Английский

Citations

57

Electrochemical dehydrogenative cross-coupling of xanthenes with ketones DOI

Yong‐Zheng Yang,

Yan‐Chen Wu,

Ren‐Jie Song

et al.

Chemical Communications, Journal Year: 2020, Volume and Issue: 56(55), P. 7585 - 7588

Published: Jan. 1, 2020

An oxidant-free electrochemical dehydrogenative cross-coupling of xanthenes and ketones for the preparation functionalized 9-alkyl-9H-xanthenes was developed.

Language: Английский

Citations

54

Nickel-catalyzed hydrogen-borrowing strategy: chemo-selective alkylation of nitriles with alcohols DOI
Sourajit Bera, Atanu Bera, Debasis Banerjee

et al.

Chemical Communications, Journal Year: 2020, Volume and Issue: 56(50), P. 6850 - 6853

Published: Jan. 1, 2020

A simple nickel-catalyst for the chemo-selective alkylation of acetonitrile derivatives with primary alcohols is reported. This sustainable process resulted in up to 90% yield and generates water as by-product.

Language: Английский

Citations

50

Ligand-Free RuCl3-Catalyzed Alkylation of Methylazaarenes with Alcohols DOI

Tong-Yu Feng,

Hong‐Xi Li, David James Young

et al.

The Journal of Organic Chemistry, Journal Year: 2017, Volume and Issue: 82(8), P. 4113 - 4120

Published: March 3, 2017

RuCl3 efficiently catalyzes the alkylation of methylquinolines, methylpyridines, 2-methyl-benzooxazoles, and 2-methyl-quinoxalines with alkyl- or aryl-alcohols as alkylating agents. This synthetically useful atom economical transformation does not require additional ligands. The mechanistic study indicated reaction underwent a stepwise transfer hydrogenation, aldol condensation, hydrogenation pathway.

Language: Английский

Citations

61

Nickel-catalysed alkylation of C(sp3)–H bonds with alcohols: direct access to functionalised N-heteroaromatics DOI
Mari Vellakkaran, Jagadish Das, Sourajit Bera

et al.

Chemical Communications, Journal Year: 2018, Volume and Issue: 54(87), P. 12369 - 12372

Published: Jan. 1, 2018

The first base-metal catalysed coupling of primary alcohols with methyl-N-heteroaromatics is reported. use an earth abundant and nonprecious NiBr2/L1 system enables access to a series C(sp3)-alkylated N-heteroaromatics. Mechanistic studies have established the participation hydrogen-borrowing strategy for α-alkylation.

Language: Английский

Citations

55

Aerobic oxidative dehydrogenation of N-heterocycles over OMS-2-based nanocomposite catalysts: preparation, characterization and kinetic study DOI
Xiuru Bi, Tao Tang, Xu Meng

et al.

Catalysis Science & Technology, Journal Year: 2019, Volume and Issue: 10(2), P. 360 - 371

Published: Nov. 29, 2019

OMS-2-based nanocomposites doped with sodium phosphotungstate were prepared and their remarkably enhanced catalytic activity recyclability in aerobic oxidative dehydrogenation of N-heterocycles examined detail.

Language: Английский

Citations

52

An annulative transfer hydrogenation strategy enables straightforward access to tetrahydro fused-pyrazine derivatives DOI
Biao Xiong,

Shu-Di Zhang,

Lu Chen

et al.

Chemical Communications, Journal Year: 2016, Volume and Issue: 52(70), P. 10636 - 10639

Published: Jan. 1, 2016

A ruthenium-catalyzed annulative transfer hydrogenation strategy, enabling straightforward access to tetrahydro fused-pyrazine derivatives from N-heteroaryl diamines and vicinal diols, is demonstrated.

Language: Английский

Citations

49

Copper-Catalyzed Oxidative Cross-Dehydrogenative Coupling/Oxidative Cycloaddition: Synthesis of 4-Acyl-1,2,3-Triazoles DOI
Yi Liu, Gang Nie, Zhong‐Zhen Zhou

et al.

The Journal of Organic Chemistry, Journal Year: 2017, Volume and Issue: 82(17), P. 9198 - 9203

Published: July 27, 2017

A copper-catalyzed three-component reaction of methyl ketones, organic azides, and various one-carbon (C1) donors was developed that provides 4-acyl-1,2,3-triazoles in moderate to good yields. While DMF, DMA, TMEDA, or DMSO can serve as the C1 donor, best yields were obtained using DMF. The transformation is proposed proceed via an oxidative C-H/C-H cross-dehydrogenative coupling followed by 1,3-dipolar cycloaddition.

Language: Английский

Citations

49

Thienylbenzotriazole promoted highly active gold nanoparticles supported on N-doped graphene as efficient catalysts in water and a mechanism exploration DOI
Dongdong Ye, Ronghui Huang,

Haiyan Zhu

et al.

Organic Chemistry Frontiers, Journal Year: 2018, Volume and Issue: 6(1), P. 62 - 69

Published: Nov. 12, 2018

Gold nanocomposite catalyzed alkylation of ketone with alcohol, alcohol and particularly for amine in water.

Language: Английский

Citations

49