Rhodium-Catalyzed Directed Sulfenylation of Arene C-H Bonds

被引：171

作者：

Yang, Yaxi ^{[1
]}

Hou, Wei ^{[1
]}

Qin, Lihuai ^{[1
]}

Du, Juanjuan ^{[1
]}

Feng, Huijin ^{[1
]}

Zhou, Bing ^{[1
]}

Li, Yuanchao ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2014年 / 20卷 / 02期

基金：

中国国家自然科学基金;

关键词：

arenes; C-H activation; C-S bond formation; rhodium; thiolation; O-METHYL OXIMES; N-CHLOROAMINES; ARYL; FUNCTIONALIZATION; AMIDATION; ACTIVATION; ALKYNES; AMINATION; MECHANISM; ARYLATION;

D O I：

10.1002/chem.201303730

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The rhodium-catalyzed intermolecular direct C-H thiolation of arenes with aryl and alkyl disulfides was developed for the first time to provide a convenient route to aryl thioethers. This strategy is compatible with many different directing groups and exhibits excellent functional group tolerance. More significantly, mono- or dithiolation can be selectively achieved, thus providing a straightforward way for selective preparation of aryl thioethers and dithioethers.

引用

页码：416 / 420

页数：5

共 92 条

[1] Carboxylate-Assisted Transition-Metal-Catalyzed C-H Bond Functionalizations: Mechanism and Scope [J].

Ackermann, Lutz .

CHEMICAL REVIEWS, 2011, 111 (03) :1315-1345

[2]

[Anonymous], ANGEW CHEM

[3]

[Anonymous], 2008, Angew. Chem.

[4]

[Anonymous], 2013, ANGEW CHEM

[5]

[Anonymous], 2012, ANGEW CHEM

[6] Rh-Catalyzed Intermolecular Carbenoid Functionalization of Aromatic C-H Bonds by α-Diazomalonates [J].

Chan, Wai-Wing ;

Lo, Siu-Fung ;

Zhou, Zhongyuan ;

Yu, Wing-Yiu .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (33) :13565-13568

[7] Cu(II)-catalyzed functionalizations of aryl C-H bonds using O2 as an oxidant [J].

Chen, Xiao ;

Hao, Xue-Shi ;

Goodhue, Charles E. ;

Yu, Jin-Quan .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (21) :6790-6791

[8] Recent advances in the transition metal-catalyzed twofold oxidative C-H bond activation strategy for C-C and C-N bond formation [J].

Cho, Seung Hwan ;

Kim, Ji Young ;

Kwak, Jaesung ;

Chang, Sukbok .

CHEMICAL SOCIETY REVIEWS, 2011, 40 (10) :5068-5083

[9] Cu(II)-Mediated Methylthiolation of Aryl C-H Bonds with DMSO [J].

Chu, Lingling ;

Yue, Xuyi ;

Qing, Feng-Ling .

ORGANIC LETTERS, 2010, 12 (07) :1644-1647

[10] Rhodium Catalyzed Chelation-Assisted C-H Bond Functionalization Reactions [J].

Colby, Denise A. ;

Tsai, Andy S. ;

Bergman, Robert G. ;

Ellman, Jonathan A. .

ACCOUNTS OF CHEMICAL RESEARCH, 2012, 45 (06) :814-825

← 1 2 3 4 5 6 7 8 9 10 →