化学
立体选择性
分子间力
炔烃
催化作用
基础(拓扑)
药物化学
立体化学
分子
有机化学
数学
数学分析
作者
Xin Chen,Fei‐Fei Ge,Tao Lü,Qingfa Zhou
标识
DOI:10.1021/acs.joc.5b00002
摘要
Highly stereoselective intermolecular reactions of electron-deficient alkynes with N-hydroxyphthalimides for efficient construction of N-unprotected 3-methyleneisoindolin-1-ones have been developed through base catalytic strategies. The reaction of alkynoates with N-hydroxyphthalimides catalyzed by Bu3P in DMF at 150 °C gave the corresponding 3-methyleneisoindolin-1-ones with a (Z)-configuration, while the reaction of alkynoates with N-hydroxyphthalimides catalyzed by K2CO3 in DMF at 60 °C gave the corresponding 3-methyleneisoindolin-1-ones with an (E)-configuration, and (Z)-3-methyleneisoindolin-1-ones were obtained when alkyne ketones reacted with N-hydroxyphthalimide.
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