Efficient Synthesis of Cyclic Sulfoximines from N-Propargylsulfinamides through Sulfur-Carbon Bond Formation

Abstract

Cyclic sulfoximines were readily synthesized by the cyclization of N-propargylsulfinamides without using expensive and toxic metal catalysts. This cyclization proceeded without loss of optical purity of chiral sulfinamides through the unusual sulfur-carbon bond formation promoted by an inexpensive inorganic base. This stereospecific cyclization offers a general approach to the asymmetric synthesis of chiral cyclic sulfoximines as an emerging heterocycle in medicinal chemistry.

Keywords: alkynes; cyclization; sulfinamides; sulfoximines; sulfur heterocycles.