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Acid-Promoted Multicomponent Tandem Cyclization to Synthesize Fully Substituted Oxazoles via Robinson-Gabriel-Type Reaction.

Authors :
Rong-Rong Zhou
Qun Cai
Deng-Kui Li
Shi-Yi Zhuang
Yan-Dong Wu
Wu, An-Xin
Source :
Journal of Organic Chemistry. 6/16/2017, Vol. 82 Issue 12, p6450-6456. 7p.
Publication Year :
2017

Abstract

An acid-promoted multicomponent reaction for the synthesis of diverse fully substituted oxazole derivatives from simple and readily available arylglyoxal monohydrates, nitriles, and various C-nucleophiles has been developed. This protocol features wide functional group diversity which is capable of installing 4-hydroxycoumarin, 2-naphthol, and 1,3-cyclohexanedione motifs to oxazoles. Mechanistic analysis indicates that a classical Robinson-Gabriel reaction served as the key step for this tandem transformation. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
00223263
Volume :
82
Issue :
12
Database :
Academic Search Index
Journal :
Journal of Organic Chemistry
Publication Type :
Academic Journal
Accession number :
124292453
Full Text :
https://doi.org/10.1021/acs.joc.7b00763