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Metal‐Free Catalyzed Cyclization of N ‐Methoxybenzamides to Construct Quaternary Carbon‐Containing Isoindolinones
Author(s) -
Zhang LinBao,
Wang ZiChen,
Sun ShengZheng,
Ni ShaoFei,
Wen LiRong,
Li Ming
Publication year - 2021
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.202000534
Subject(s) - chemistry , intramolecular force , catalysis , regioselectivity , quaternary carbon , combinatorial chemistry , protocol (science) , organic chemistry , enantioselective synthesis , medicine , alternative medicine , pathology
Main observation and conclusion Through the intramolecular cyclization of N ‐methoxybenzamides, a simple and efficient method for constructing valuable isoindolinones under metal‐free conditions was developed. The reaction was featured by employing low‐cost catalyst, simple operation, 100% atomic economy and excellent regioselectivity. Moreover, a detailed computational study on the reaction system has been performed to clarify the mechanism. This protocol tolerated a variety of functional groups and provided a metal‐free protocol for the synthesis of chromane‐ or tetrahydroquinoline‐fused isoindolinones in good yields.