Ruthenium-Catalyzed Oxidation of Alcohols into Amides

被引：232

作者：

Watson, Andrew J. A. ^{[1
]}

Maxwell, Aoife C. ^{[2
]}

Williams, Jonathan M. J. ^{[1
]}

机构：

[1] Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England

[2] GlaxoSmithKline Res & Dev Ltd, Stevenage SG1 2NY, Herts, England

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 12期

基金：

英国工程与自然科学研究理事会;

关键词：

BORROWING HYDROGEN; DEHYDROGENATIVE CYCLIZATION; N-ALKYLATION; AMINES; AMIDATION; ALDEHYDES; CONVERSION;

D O I：

10.1021/ol900723v

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of secondary amides from primary alcohols and amines has been developed using commercially available [Ru(p-cymene)Cl-2](2) with bis(diphenylphosphino)butane (dppb) as the catalyst.

引用

页码：2667 / 2670

页数：4

共 27 条

[1] Evidence for a ruthenium dihydride species as the active catalyst in the RuCl2(PPh3)-catalyzed hydrogen transfer reaction in the presence of base [J].

Aranyos, A ;

Csjernyik, G ;

Szabó, KJ ;

Bäckvall, JE .

CHEMICAL COMMUNICATIONS, 1999, (04) :351-352

[2] Synthesis of Benzazoles by Hydrogen-Transfer Catalysis [J].

Blacker, A. John ;

Farah, Mohamed M. ;

Hall, Michael I. ;

Marsden, Stephen P. ;

Saidi, Ourida ;

Williams, Jonathan M. J. .

ORGANIC LETTERS, 2009, 11 (09) :2039-2042

[3] 1-HYDROXY-7-AZABENZOTRIAZOLE - AN EFFICIENT PEPTIDE COUPLING ADDITIVE [J].

CARPINO, LA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (10) :4397-4398

[4]

Evans DA, 2002, ANGEW CHEM INT EDIT, V41, P3188, DOI 10.1002/1521-3773(20020902)41:17<3188::AID-ANIE3188>3.0.CO

[5]

2-H

[6] Direct oxidative amidation of aldehydes with anilines under mechanical milling conditions [J].

Gao, Jie ;

Wang, Guan-Wu .

JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (07) :2955-2958

[7] Structure-stability correlations for imine formation in aqueous solution [J].

Godoy-Alcántar, C ;

Yatsimirsky, AK ;

Lehn, JM .

JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 2005, 18 (10) :979-985

[8] Alcohols as electrophiles in C-C bond-forming reactions:: The hydrogen autotransfer process [J].

Guillena, Gabriela ;

Ramon, Diego J. ;

Yus, Miguel .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (14) :2358-2364

[9] Direct synthesis of amides from alcohols and amines with liberation of H2 [J].

Gunanathan, Chidambaram ;

Ben-David, Yehoshoa ;

Milstein, David .

SCIENCE, 2007, 317 (5839) :790-792

[10] Direct Conversion of Alcohols to Acetals and H2 Catalyzed by an Acridine-Based Ruthenium Pincer Complex [J].

Gunanathan, Chidambaram ;

Shimon, Linda J. W. ;

Milstein, David .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (09) :3146-+

← 1 2 3 →