A simple Ru catalyst for the conversion of aldehydes or oximes to primary amides

被引：42

作者：

Hull, Jonathan F. ^{[1
]}

Hilton, Sheena T. ^{[1
]}

Crabtree, Robert H. ^{[1
]}

机构：

[1] Yale Univ, Dept Chem, New Haven, CT 06511 USA

来源：

INORGANICA CHIMICA ACTA | 2010年 / 363卷 / 06期

关键词：

Beckmann rearrangement; Aldoxime; ONE-POT; ALDOXIMES; ALCOHOLS; REARRANGEMENT; HYDROGEN;

D O I：

10.1016/j.ica.2009.08.022

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Ru(DMSO)(4)Cl-2 is catalytically active for converting aldehydes to primary amides via oxime intermediates. This catalyst is readily available, and requires no additional ligands, a great simplification compared to previous work. A Ru(II)/(IV) mechanism is proposed. (C) 2009 Elsevier B.V. All rights reserved.

引用

页码：1243 / 1245

页数：3

共 14 条

[1] Carey F.A., 2005, Organic Chemistry, P871
[2] DICHLOROTETRAKIS(DIMETHYL SULPHOXIDE)RUTHENIUM(II) AND ITS USE AS A SOURCE MATERIAL FOR SOME NEW RUTHENIUM(II) COMPLEXES
EVANS, IP
SPENCER, A
WILKINSO.G
[J]. JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1973, (02): : 204 - 209
[3] ISOMERIZATION OF ALDOXIMES TO AMIDES UNDER SUBSTANTIALLY NEUTRAL CONDITIONS
FIELD, L
MARSHALL, WS
SHUMAKER, SH
HUGHMARK, PB
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1961, 83 (08) : 1983 - &
[4] Gawley R.E., 1988, Organic Reactions, V35, P1
[5] Terpyridine Ruthenium-Catalyzed One-Pot Conversion of Aldehydes into Amides
Gnanamgari, Dinakar
Crabtree, Robert H.
[J]. ORGANOMETALLICS, 2009, 28 (03) : 922 - 924
[6] Borrowing hydrogen in the activation of alcohols
Hamid, Malai Haniti S. A.
Slatford, Paul A.
Williams, Jonathan M. J.
[J]. ADVANCED SYNTHESIS & CATALYSIS, 2007, 349 (10) : 1555 - 1575
[7] LEUSINK AJ, 1976, RECL TRAV CHIM PAY B, V95, P123
[8] Loudon M.G., 2002, Organic Chemistry, P982
[9] Easy α-alkylation of ketones with alcohols through a hydrogen autotransfer process catalyzed by RuCl2(DMSO)4
Martinez, Ricardo
Ramon, Diego J.
Yus, Miguel
[J]. TETRAHEDRON, 2006, 62 (38) : 8988 - 9001
[10] RuCl2(DMSO)4 catalyzes the β-alkylation of secondary alcohols with primary alcohols through a hydrogen autotransfer process
Martinez, Ricardo
Ramon, Diego J.
Yus, Miguel
[J]. TETRAHEDRON, 2006, 62 (38) : 8982 - 8987

← 1 2 →