Issue 8, 2018

Base-promoted [3 + 3] cyclization of cyclopropenones and cyclopropenethiones with amides for the synthesis of 6H-1,3-oxazin-6-ones and 6H-1,3-thiazin-6-ones

Abstract

A facile synthetic method to access 6H-1,3-oxazin-6-ones and 6H-1,3-thiazin-6-ones has been disclosed via a base-promoted [3 + 3] cyclization reaction of cyclopropenones and cyclopropenethiones with amides. These reactions exhibited excellent yields and good functional group tolerance under metal free and mild conditions.

Graphical abstract: Base-promoted [3 + 3] cyclization of cyclopropenones and cyclopropenethiones with amides for the synthesis of 6H-1,3-oxazin-6-ones and 6H-1,3-thiazin-6-ones

Supplementary files

Article information

Article type
Research Article
Submitted
26 jan 2018
Accepted
26 feb 2018
First published
28 feb 2018

Org. Chem. Front., 2018,5, 1267-1271

Base-promoted [3 + 3] cyclization of cyclopropenones and cyclopropenethiones with amides for the synthesis of 6H-1,3-oxazin-6-ones and 6H-1,3-thiazin-6-ones

B. Niu, B. Jiang, L. Yu and M. Shi, Org. Chem. Front., 2018, 5, 1267 DOI: 10.1039/C8QO00091C

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