A new resin-bound universal isonitrile for the ugi 4CC reaction: Preparation and applications to the synthesis of 2,5-diketopiperazines and 1,4-benzodiazepine-2,5-diones

被引:79
作者
Kennedy, AL [1 ]
Fryer, AM [1 ]
Josey, JA [1 ]
机构
[1] Array BioPharma, Boulder, CO 80301 USA
关键词
D O I
10.1021/ol0256015
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] The preparation and synthetic applications of a novel resin-bound isonitrile are described. The resin is an example of a novel convertible isonitrile that can be utilized in the Ugi multicomponent reaction. Base-activation of the resin-bound Ugi product results in cleavage via formation of a N-acyloxazolidone that is then trapped as a carboxylic acid ester. This resin and the methodology described are suitable for synthesizing diversity libraries of 2,5-diketopiperazines and 1,4-benzodiazepine-2,5-diones.
引用
收藏
页码:1167 / 1170
页数:4
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