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用于合成3-芳基香豆素的N-叔丁氧羰基吲哚-2-酮/苯并呋喃-2(3H)-酮与水杨醛之间的有机催化缩合-开环-环化串联反应

Organocatalytic condensation-ring opening-annulation cascade reactions between N-Bocindolin-2-ones/benzofuran-2(3H)-ones and salicylaldehydes for synthesis of 3-arylcoumarins.

作者信息

Cheng Yuyu, Zhang Pengfei, Jia Yanwen, Fang Zhiqiang, Li Pengfei

机构信息

Department of Chemistry, South University of Science and Technology of China, 1088 Xueyuan Blvd., Nanshan District, Shenzhen, Guangdong 518055, P. R. China.

出版信息

Org Biomol Chem. 2017 Sep 20;15(36):7505-7508. doi: 10.1039/c7ob01730h.

Abstract

An organocatalytic cascade synthesis of 3-arylcoumarins has been developed. Mediated by 1,8-diazabicyclo[5,4,0]-undec-7-ene or tetramethylguanidine, a number of 3-arylcoumarins were obtained in good to excellent yields via condensation-ring opening-annulation between N-Bocindolin-2-ones/benzofuran-2(3H)-ones and salicylaldehydes. This method was featured by a broad scope of reactants, mild conditions, and simple operation.

摘要

已开发出一种3-芳基香豆素的有机催化串联合成方法。在1,8-二氮杂双环[5,4,0]-十一碳-7-烯或四甲基胍的介导下,通过N-叔丁氧羰基吲哚-2-酮/苯并呋喃-2(3H)-酮与水杨醛之间的缩合-开环-环化反应,以良好至优异的产率得到了多种3-芳基香豆素。该方法具有反应物范围广、条件温和、操作简单的特点。

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