The solid phase synthesis of complex propargylamines using the combination of Sonogashira and Mannich reactions

被引:93
作者
Dyatkin, AB [1 ]
Rivero, RA [1 ]
机构
[1] RW Johnson Pharmaceut Res Inst, Spring House, PA 19477 USA
关键词
D O I
10.1016/S0040-4039(98)00639-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The Sonogashira reaction of a resin-bound iodobenzoic acid with trimethylsilyl acetylene followed by TBAF desilylation provided a polymer-supported aryl acetylene, 3. Treatment of 3 with an aldehyde and a secondary amine in dioxane in the presence of CuCl catalyst results in the generation of resin-bound propargylamines. The final products (4) were cleaved from the resin and obtained in excellent yields and purity. (C) 1998 Elsevier Science Ltd. All rights reserved.
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页码:3647 / 3650
页数:4
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