Synthesis of 2,3-Fused Indoline Aminals via 4+2 Cycloaddition of NH-free Benzazetidines with Indoles
作者机构:State Key Laboratory and Institute of Elemento-Organic ChemistryCollege of ChemistryNankai UniversityTianjin 300071China Collaborative Innovation Center of Chemical Science and Engineering (Tianjin)Tianjin 300071China
出 版 物:《Chinese Journal of Chemistry》 (中国化学(英文版))
年 卷 期:2019年第37卷第2期
页 面:119-125页
核心收录:
基 金:the National Natural Science Foundation of China (Nos. 21502098, 21672105) the Natural Science Foundation of Tianjin (17JCYBJC19700) the Qindao National Laboratory for Marine Scie nee and Tech no logy, and the State Key Laboratory of Elemento-Organic Chemistry at Nankai University for financial support of this work.
主 题:Synthesis of 2,3-Fused Indoline Aminals 4+2 Cycloaddition of NH-free Benzazetidines with Indoles
摘 要:Summary of main observation and conclusion A 4+2 cycloaddition reaction of NH-free benzazetidines with indoles under the catalysis of camphorsulfonic acid was developed. This method shows a broad substrate scope of benzazetidines and indoles, and offers a convenient method for stereoselective synthesis of various cis-2,3-fused indoline aminals. Preliminary mechanistic studies suggest the reaction proceed via a stepwise pathway featuring an electrophilic attack on the benzylic carbon of benzazetidine.