Reaction products from 4-phenylbut-3-yn-2-one and aliphatic diamines or 2-aminoethanethiol, and from 2-aminoethanethiol and some αβ-enones

Abstract

4-Phenylbut-3-yne-2-one reacts with α,ω-diamino-ethane and -propane either by condensation or by conjugate addition, dependant on the reaction conditions, but cyclisation products were not obtained. 2-Aminoethanethiol reacts with this ynone by conjugate addition of the amino-group, with benzylideneacetone to give a tetrahydro-thiazepine, and with chalcone to give mono- or bis-conjugate addition products.