α-Phenylselanyl imines: preparation of β-phenylselanyl amines and original synthesis of allylaziridines
作者:Catherine Miniejew、Francis Outurquin、Xavier Pannecoucke
DOI:10.1016/j.tet.2004.10.065
日期:2005.1
Resorting to suitable methods, a wide variety of alpha-phenylselanyl imines 2-5 were prepared from alpha-phenylselanyl aldehydes and alpha-phenylselanyl ketones 1. These compounds were reduced to afford beta-phenylselanyl amines 6-9. Our experimental conditions have limited the well known deselenenylation side-reaction occurring with most hydrides. On the other hand, the reaction of alpha-phenylselanyl imines 2 with organometallics led to the expected addition products only in the case of allylated derivatives. Depending on the temperature, either alpha-phenylselanyl amines 11 or unexpected allylaziridines 12 were recovered. (C) 2004 Elsevier Ltd. All rights reserved.