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Issue 6, 2009
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6π-Photocyclization of O-tert-butylacrylanilides. N-substitution dictates the regiochemistry of cyclization

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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

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Supplementary files

Article information


Submitted
24 Feb 2009
Accepted
13 Mar 2009
First published
25 Mar 2009

Photochem. Photobiol. Sci., 2009,8, 751-754
Article type
Communication

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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