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Synthesis of Substituted 2‐Amino‐1,3‐oxazoles via Copper‐Catalyzed Oxidative Cyclization of Enamines and N , N ‐Dialkyl Formamides
Author(s) -
Gao Peng,
Wang Juan,
Bai Zijing,
Yang Desuo,
Fan MingJin,
Guan ZhengHui
Publication year - 2017
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201700503
Subject(s) - formamides , chemistry , intramolecular force , catalysis , oxidative phosphorylation , substrate (aquarium) , medicinal chemistry , combinatorial chemistry , copper , organic chemistry , biochemistry , oceanography , geology
A facile synthesis of 2‐amino‐1,3‐oxazoles via Cu I ‐catalyzed oxidative cyclization of enamines and N , N ‐dialkyl formamides has been developed. The reaction proceeds through an oxidative C−N bond formation, followed by an intramolecular C(sp 2 )−H bond functionalization/C−O cyclization in one pot. This protocol provides direct access to useful 2‐amino‐1,3‐oxazoles and features protecting‐group‐free nitrogen sources, readily available starting materials, a broad substrate scope and mild reaction conditions.