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A Multicomponent Approach to Oxazolidinone Synthesis Catalyzed by Rare‐Earth Metal Amides
Author(s) -
Zhou Meixia,
Zheng Xizhou,
Wang Yaorong,
Yuan Dan,
Yao Yingming
Publication year - 2019
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201900221
Subject(s) - catalysis , chemistry , combinatorial chemistry , rare earth , metal , organic chemistry , carbonate , epoxide , primary (astronomy) , reaction conditions , mineralogy , physics , astronomy
Three‐component reaction of epoxides, amines, and dimethyl carbonate catalyzed by rare‐earth metal amides has been developed to synthesize oxazolidinones. 47 examples of 3,5‐disubstituted oxazolidinones were prepared in 13–97 % yields. This is a simple and most practical method which employs easily available substrates and catalysts, and is applicable to a wide range of aromatic and aliphatic amines, as well as mono‐substituted epoxides. Scope of disubstituted epoxides is rather limited, which requires further study. Preliminary mechanistic study reveals two possible reaction pathways through intermediates of β‐amino alcohols or amides.