Employing carboxylic acids in aryne multicomponent coupling triggered by aziridines/azetidines

TitleEmploying carboxylic acids in aryne multicomponent coupling triggered by aziridines/azetidines
Publication TypeJournal Article
Year of Publication2016
AuthorsRoy, T, Bhojgude, SSuresh, Kaicharla, T, Thangaraj, M, Garai, B, Biju, AT
JournalOrganic Chemistry Frontiers
Volume3
Issue1
Pagination71-76
Date PublishedNOV
ISSN2052-4129
Abstract

The transition-metal-free aryne multicomponent coupling (MCC) involving carboxylic acids initiated by aziridines/azetidines has been reported. The use of aziridines as nucleophiles afforded N-aryl beta-amino alcohol derivatives and the application of azetidines as nucleophilic triggers furnished N-aryl gamma-amino alcohol derivatives in moderate to good yields. These reactions proceed under mild conditions and result in the formation of a new carbon-nitrogen bond and a new carbon-oxygen bond. The utility of carboxylic acids in aryne MCCs has been demonstrated, and the synthetic potential of phenols as acid surrogates in the present aryne MCCs has been realized.

DOI10.1039/c5qo00328h
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)4.693
Divison category: 
Organic Chemistry
Physical and Materials Chemistry