Stereoselective synthesis of acyclic (Z)-3-haloallylamines via a multicomponent reaction of propargylic alcohols, TMSX and sulfonamides

Abstract

A three component reaction was demonstrated in this work. Using propargylic alcohols, sulfonamides and TMSX as the reaction substrates, various (Z)-3-haloallylamines were successfully constructed in medium to good yields. TMSX might act as both halogen sources and promoters in this reaction. Present work proceeded with commercially available or easily prepared starting materials and permitted a large number of substituents on all reactants. The reaction was operation convenient and process economic, which suggested that it may be a practical alternative for the construction of (Z)-3-haloallylamines.