Cobalt(III)-Catalyzed C-H Bond Amidation with Isocyanates

被引：133

作者：

Hummel, Joshua R. ^{[1
]}

Ellman, Jonathan A. ^{[1
]}

机构：

[1] Yale Univ, Dept Chem, New Haven, CT 06520 USA

来源：

ORGANIC LETTERS | 2015年 / 17卷 / 10期

基金：

美国国家卫生研究院;

关键词：

CYCLIZATION DIRECT SYNTHESIS; INTRAMOLECULAR CYCLIZATION; HETEROAROMATIC-COMPOUNDS; CONVERGENT SYNTHESIS; BRANCHED AMINES; DIAZO-COMPOUNDS; ACTIVATION; FUNCTIONALIZATION; ARYL; BENZAMIDES;

D O I：

10.1021/acs.orglett.5b00910

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first examples of cobalt(III)-catalyzed C-H bond addition to isocyanates are described, providing a convergent strategy for arene and heteroarene amidation. Using a robust air- and moisture-stable catalyst, this transformation demonstrates a broad isocyanate scope and good functional-group compatibility and has been performed on gram scale.

引用

页码：2400 / 2403

页数：4

共 80 条

[1] Vortex-Pattern Self-Assembly in Mn-Doped ZnSe Nanorods [J].

Acharya, Shinjita ;

Sarkar, Suresh ;

Chakraborty, Supriya ;

Pradhan, Narayan .

CHEMISTRY-A EUROPEAN JOURNAL, 2014, 20 (14) :3922-3926

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

Ackermann, Lutz .

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

[3]

Arockiam PB, 2012, CHEM REV, V112, P5879, DOI [10.1021/cr300153j, 10.1021/cr300153J]

[4] 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

[5] 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

[6] Rhodium-Catalyzed C-C Bond Formation via Heteroatom-Directed C-H Bond Activation [J].

Colby, Denise A. ;

Bergman, Robert G. ;

Ellman, Jonathan A. .

CHEMICAL REVIEWS, 2010, 110 (02) :624-655

[7] Rhodium(III)-catalyzed oxidative carbonylation of benzamides with carbon monoxide [J].

Du, Ya ;

Hyster, Todd K. ;

Rovis, Tomislav .

CHEMICAL COMMUNICATIONS, 2011, 47 (44) :12074-12076

[8] Weak Coordination as a Powerful Means for Developing Broadly Useful C-H Functionalization Reactions [J].

Engle, Keary M. ;

Mei, Tian-Sheng ;

Wasa, Masayuki ;

Yu, Jin-Quan .

ACCOUNTS OF CHEMICAL RESEARCH, 2012, 45 (06) :788-802

[9] Comparative Investigations of Cp*-Based Group 9 Metal-Catalyzed Direct C-H Amination of Benzamides [J].

Figg, Travis M. ;

Park, Sehoon ;

Park, Juhyeon ;

Chang, Sukbok ;

Musaev, Djamaladdin G. .

ORGANOMETALLICS, 2014, 33 (15) :4076-4085

[10] A Unified Strategy for Iron-Catalyzed ortho-Alkylation of Carboxamides [J].

Fruchey, Erin R. ;

Monks, Brendan M. ;

Cook, Silas P. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (38) :13130-13133

← 1 2 3 4 5 6 7 8 →