New Routes to Enaminones and Dienaminones from Benzotriazole Derivatives

Alan R. Katritzky, Richard A. Barcock, Qui-He Long, Marudai Balsubramanian, Nageshwar Malhotra, John V. Greenhill

Synthesis · 1993 · 16 citations · 0 references

Concepts

Abstract

A new method has been developed for the regioselective preparation of enaminones and dienaminones starting from N-[1-(4-methylphenylamino)ethyl]benzotriazole employing mild conditions. Thus, 1-substituted 3-(4-methylphenylamino)-2-propen-1-ones, 1-(4-methylphenylamino)-1-hexen-3-one, ethyl 3-(4-methylphenylamino)-2-propenoate, 1-cyclohexyl-5-(phenylamino)-2,4-pentadien-1-one and ethyl 5-(arylamino)-2,4-pentadienoates are prepared in good yields.