Selective reduction of acid chloride with a catalytic amount of an indium compound

被引:40
作者
Inoue, K [1 ]
Yasuda, M [1 ]
Shibata, I [1 ]
Baba, A [1 ]
机构
[1] Osaka Univ, Fac Engn, Dept Appl Chem, Osaka 5650871, Japan
关键词
indium; indium compounds; transmetalation; catalysis; reduction;
D O I
10.1016/S0040-4039(99)02016-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Indium hydride generated from tributyltin hydride and indium trichloride was coordinated by a phosphine to reduce acid chlorides to the corresponding aldehydes selectively. This reaction was achieved by a catalytic amount of indium trichloride. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:113 / 116
页数:4
相关论文
共 42 条
[1]  
[Anonymous], ORGANIC REACTIONS
[2]   INDIUM IN ORGANIC-SYNTHESIS - INDIUM-MEDIATED ALLYLATION OF CARBONYL-COMPOUNDS [J].
ARAKI, S ;
ITO, H ;
BUTSUGAN, Y .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (08) :1831-1833
[4]   THE REACTION OF TRIS(TRIMETHYLSILYL)SILANE WITH ACID-CHLORIDES [J].
BALLESTRI, M ;
CHATGILIALOGLU, C ;
CARDI, N ;
SOMMAZZI, A .
TETRAHEDRON LETTERS, 1992, 33 (13) :1787-1790
[5]   Regioselectivity and diastereoselectivity in the indium-mediated homoallyl-cyclopropanation of dibenzylidene acetone (dba) [J].
Capps, SM ;
Lloyd-Jones, GC ;
Murray, M ;
Peakman, TM ;
Walsh, KE .
TETRAHEDRON LETTERS, 1998, 39 (18) :2853-2856
[6]   RATE CONSTANTS FOR THE REACTION OF ACYL RADICALS WITH BU(3)SNH AND (TMS)(3)SIH [J].
CHATGILIALOGLU, C ;
LUCARINI, M .
TETRAHEDRON LETTERS, 1995, 36 (08) :1299-1302
[7]   REDUCTIONS WITH ORGANOSILICON HYDRIDES .2. PREPARATION OF ALDEHYDES FROM ACYL CHLORIDES [J].
CITRON, JD .
JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (06) :1977-&
[8]  
COLE TE, 1977, TETRAHEDRON LETT, P781
[9]   FACILE REDUCTION OF ACID-CHLORIDES INTO ALDEHYDES USING HYPERVALENT SILICON HYDRIDES [J].
CORRIU, RJP ;
LANNEAU, GF ;
PERROT, M .
TETRAHEDRON LETTERS, 1988, 29 (11) :1271-1274
[10]   INTERACTION OF ACYL CHLORIDES AND TRIETHYLSILANE CATALYZED BY RHODIUM COMPLEXES [J].
COURTIS, B ;
DENT, SP ;
EABORN, C ;
PIDCOCK, A .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1975, (22) :2460-2465