Ruthenium catalysed redox transformation of cinnamaldehyde to 3-phenylpropionic acid and methyl ester.

被引:22
作者
de Vries, JG [1 ]
Roelfes, G [1 ]
Green, R [1 ]
机构
[1] DSM Res, Dept Fine Chem, NL-6160 MD Geleen, Netherlands
关键词
D O I
10.1016/S0040-4039(98)01827-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
3-Phenylpropionic acid (2) is an intermediate for the anti-aids drug Indinavir. The one step conversion of cinnamaldehyde (4) into 2 was attempted using homogeneous ruthenium catalysts. Use of [H2Ru(Ph3P)(4)] induced mainly decarbonylation of 4 to give styrene. Use of RuCl3/PCy3 gave a mixture of 2 and cinnamic acid (3). Performing the same reaction in methanol, instead of water/dimethoxyethane mixtures afforded methyl 3-phenylpropionate in 70% yield. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:8329 / 8332
页数:4
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