Issue 10, 2012

Chemical generation of o-quinone monoimines for the rapid construction of 1,4-benzoxazine derivatives

Abstract

Highly reactive o-benzoquinone monoimines were chemically generated and successfully trapped with electron-rich olefins that led to the synthesis of hitherto unknown 1,4-benzoxazine derivatives. This unprecedented transformation was achieved by the oxidation of o-aminophenols bearing appropriate functionality on the arene residue with less expensive hypervalent iodine reagent in the presence of vinylic ethers or thioethers.

Graphical abstract: Chemical generation of o-quinone monoimines for the rapid construction of 1,4-benzoxazine derivatives

Supplementary files

Article information

Article type
Communication
Submitted
04 Oct 2011
Accepted
05 Jan 2012
First published
27 Jan 2012

Org. Biomol. Chem., 2012,10, 1958-1961

Chemical generation of o-quinone monoimines for the rapid construction of 1,4-benzoxazine derivatives

N. Bodipati and R. K. Peddinti, Org. Biomol. Chem., 2012, 10, 1958 DOI: 10.1039/C2OB06681E

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