6pi-Photocyclization of O-tert-butylacrylanilides. N-substitution dictates the regiochemistry of cyclization.
O-tert-Butylacrylanilides with N-H substitution undergo 6pi-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.
Ayitou
Anoklase Jean-Luc
AJ
Department of Chemistry and Molecular Biology, North Dakota State University, Fargo, ND 58105, USA.
Ugrinov
Angel
A
Sivaguru
J
J