Palladium-catalyzed decarboxylative domino synthesis of fused quinolin-2(1H)-one scaffolds containing a perfluoroalkyl unit†

Shuwei Li , Linqi Wang , Shangyuan Wang , Jun Ying
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Abstract

A novel palladium-catalyzed domino radical cyclization and C–H activation/decarboxylation of 1,7-enynes with o-bromobenzoic acids and perfluoroalkyl iodides has been developed for the expedited construction of fused perfluoroalkyl-containing quinolin-2(1H)-one scaffolds. This method provides a facile synthesis of fused quinolin-2(1H)-one derivatives containing a perfluoroalkyl unit in high yields. Notably, the late-stage modifications of various drugs were also demonstrated by using this method.

Abstract Image

钯催化脱羧多米诺合成含全氟烷基基的熔融喹啉-2(1H)- 1支架
为了快速构建含全氟烷基喹啉-2(1H)- 1融合支架,研究了钯催化的1,7-炔与邻溴苯甲酸和全氟烷基碘化物的多米诺骨牌自由基环化和C-H活化/脱羧反应。该方法简便、产率高地合成了含全氟烷基单元的熔融喹啉-2(1H)- 1衍生物。值得注意的是,使用这种方法也证明了各种药物的后期修饰。
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CiteScore
7.80
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