Sulfamide instead of urea in Biginelli reaction: from black box to reality

Abstract

The scope and limitations of the classical Biginelli reaction have been expanded to principally novel substrates: sulfamide and its monosubstituted analogues. The preparative procedure was optimized. The reasons for the earlier unavailability of such compounds were determined. The relationships between the structure and stability of final compounds and the nature of starting materials were detected. Some mechanistic observations are shown and discussed. The prospects for employing these compounds for new 3D-shape libraries relevant to MedChem are disclosed.