The Baylis-Hillman reaction of substituted aminomethylbenzotriazoles

Abstract

Aminomethylbenzotriazoles react as effective Baylis-Hillman electrophiles with ethyl acrylate in the presence of TiCl4 at 20°C to afford the corresponding benzotriazolated adducts in 66-80% yield. These adducts are (i) readily transformed to the Baylis-Hillman olefins by sodium hydride and (ii) smoothly undergo substitution of Bt with thiols. ©ARKAT USA, Inc.