Copper-Catalyzed Aerobic Oxidative Amination of Indole Derivatives via Single-Electron Transfer

被引：29

作者：

Zhao, Peizheng ^{[1
]}

Wang, Ke ^{[1
]}

Yue, Yuanyuan ^{[1
]}

Chao, Junli ^{[1
]}

Ye, Yaqing ^{[1
]}

Tang, Qinghu ^{[1
]}

Liu, Jianming ^{[1
]}

机构：

[1] Henan Normal Univ, Collaborat Innovat Ctr Henan Prov Green Mfg Fine, Key Lab Green Chem Media & React, Minist Educ,Sch Chem & Chem Engn, Xinxiang 453007, Henan, Peoples R China

来源：

CHEMCATCHEM | 2020年 / 12卷 / 12期

基金：

中国国家自然科学基金;

关键词：

copper-catalyzed; oxidative amination; single-electron transfer; indole; the formation of C-N bond; N BOND FORMATION; C-H BONDS; DEHYDROGENATIVE CYCLIZATION; DEFICIENT ARENES; MOLECULAR-OXYGEN; FUNCTIONALIZATION; AMIDATION; ALKENES; ROUTE;

D O I：

10.1002/cctc.202000284

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

An efficient and clean approach for the oxidative amination of indole derivatives with phenothiazines is developed under copper-catalyzed aerobic conditions. The reaction is carried out via the cross-coupling of indole radical cation and phenothiazine radical in air. This approach offers a new perspective in the application of phenothiazine as a nitrogen group source for C-N bond formation reactions.

引用

页码：3207 / 3211

页数：5

共 75 条

[1] Aerobic Copper-Catalyzed Organic Reactions [J].

Allen, Scott E. ;

Walvoord, Ryan R. ;

Padilla-Salinas, Rosaura ;

Kozlowski, Marisa C. .

CHEMICAL REVIEWS, 2013, 113 (08) :6234-6458

[2]

[Anonymous], 2011, ANGEW CHE

[3]

[Anonymous], 2011, ANGEW CHEM

[4]

[Anonymous], 2008, ANGEW CHEM

[5]

[Anonymous], 2008, ANGEW CHEM

[6]

[Anonymous], 2009, ANGEW CHEM

[7]

Armstrong A., 2010, Angew. Chem, V122, P2332

[8] Direct Azole Amination: C-H Functionalization as a New Approach to Biologically Important Heterocycles [J].

Armstrong, Alan ;

Collins, James C. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (13) :2282-2285

[9] Copper-Catalyzed C-C Bond Formation through C-H Functionalization: Synthesis of Multisubstituted Indoles from N-Aryl Enaminones [J].

Bernini, Roberta ;

Fabrizi, Giancarlo ;

Sferrazza, Alessio ;

Cacchi, Sandro .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (43) :8078-8081

[10] C-H functionalization/C-N bond formation: Copper-catalyzed synthesis of benzimidazoles from amidines [J].

Brasche, Gordon ;

Buchwald, Stephen L. .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (10) :1932-1934

← 1 2 3 4 5 6 7 8 →