Issue 6, 2009

6π-Photocyclization of O-tert-butylacrylanilides. N-substitution dictates the regiochemistry of cyclization

Abstract

O-tert-Butylacrylanilides with N–H substitution undergo 6π-photocyclization at the unsubstituted ortho carbon, whereas the corresponding N-methyl derivatives cyclize at the ortho carbon bearing the tert-butyl with the eventual loss of 2-methylpropene.

Graphical abstract: 6π-Photocyclization of O-tert-butylacrylanilides. N-substitution dictates the regiochemistry of cyclization

Supplementary files

Article information

Article type
Communication
Submitted
24 Feb 2009
Accepted
13 Mar 2009
First published
25 Mar 2009

Photochem. Photobiol. Sci., 2009,8, 751-754

6π-Photocyclization of O-tert-butylacrylanilides. N-substitution dictates the regiochemistry of cyclization

A. J. Ayitou, A. Ugrinov and J. Sivaguru, Photochem. Photobiol. Sci., 2009, 8, 751 DOI: 10.1039/B903861B

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