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Copper‐Catalyzed Aerobic Oxidative C(aryl)OH Bond Functionalization of Catechols with Amines Affording Benzoxazoles
Author(s) -
Chen Xiuling,
Ji Fangyan,
Zhao Yalei,
Liu Yanxi,
Zhou Yongbo,
Chen Tieqiao,
Yin ShuangFeng
Publication year - 2015
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201500515
Subject(s) - chemistry , catechol , catalysis , surface modification , aryl , amine gas treating , copper , oxidative phosphorylation , organic chemistry , combinatorial chemistry , polymer chemistry , biochemistry , alkyl
The first copper‐catalyzed aerobic oxidative C(aryl)OH bond functionalization of catechols is reported. Under air, at room temperature, in the presence of a copper catalyst, catechols react with amines to produce the corresponding benzoxazoles in high yields. Mechanistic studies suggest that the reaction proceeds via an intriguing competitive oxidation and a synergetic catalysis between catechol and amine.