合成子
废止
多米诺骨牌
烯丙基重排
化学
键裂
劈理(地质)
组合化学
催化作用
药物化学
立体化学
有机化学
材料科学
断裂(地质)
复合材料
作者
Sachin Chauhan,Sanjeeva K. Arupula,K. C. Kumara Swamy
标识
DOI:10.1021/acs.joc.3c01183
摘要
A DMAP-catalyzed sequential benzannulation and lactonization strategy in which δ-acetoxy allenoate functions as a 5C-synthon in its reaction with cyclic sulfamidate imines is reported. This platform delivers π-extended coumarin frameworks under metal-free conditions via allylic elimination followed by Mannich coupling, proton shifts, C-N bond cleavage, and lactonization as key steps. The driving force for this domino reaction is the formation of the diene-ammonium intermediate and O-S bond cleavage. ESI-HRMS has been useful in gaining insights into the reaction pathway.
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