Chemoselective synthesis of -enaminones from ynones and aminoalkyl-, phenol- and thioanilines under metal-free conditions

An effective strategy for the chemoselective synthesis of beta-enaminones is described by aza-Michael addition of aminoalkyl-, phenol- and thio-anilines to ynones under metal-free conditions. Diverse structural beta-enaminones were obtained in up to 99% yield for 31 examples. The novel dual-1,5-disubstituted triazole scaffold was synthesized subsequently from beta-enaminone. This strategy is highly efficient, highly chemoselective and metal-free. [GRAPHICS]