Hypervalent iodine(iii) promoted tandem reaction of o-fluoroanilines with formamides to construct 2-aminobenzoxazoles?

Organic Chemistry Frontiers Pub Date: 2022-03-17 DOI: 10.1039/D2QO00049K

Abstract

A simple and practical synthesis of 2-aminobenzoxazoles has been developed from commercially available o-fluoroanilines, and formamides. This process can be performed in the absence of metal catalysts with high levels of functional group tolerance. Hypervalent iodine(III) was both an oxidant and a Lewis acid for this reaction. A variety of substituents can be introduced into each position of the benzoxazole backbone (C-4 to C-7), providing handles for further elaboration.

Graphical abstract: Hypervalent iodine(iii) promoted tandem reaction of o-fluoroanilines with formamides to construct 2-aminobenzoxazoles
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