PAPER	Synthesis 2002: 2259-2265 DOI: 10.1055/s-2002-34838
© Georg Thieme Verlag Stuttgart · New York
CAN Mediated Reaction of Aryl Sulfinates with Alkenes and Alkynes: Synthesis of Vinyl Sulfones, β-Iodovinyl Sulfones and Acetylenic Sulfones
Vijay Nair*, Anu Augustine, T. D. Suja
Organic Chemistry Division, Regional Research Laboratory (CSIR), Trivandrum-695 019, India Fax: +91(471)491712; e-Mail: gvn@csrrltrd.ren.nic.in;
Received 30 April 2002

Abstract

Cerium(IV) ammonium nitrate (CAN) mediated reaction of aryl sulfinates and sodium iodide with alkenes afforded vinyl sulfones in very good yields. Alkynes underwent similar reaction to give β-iodovinyl sulfones, which on treatment with potassium carbonate afforded the corresponding acetylenic sulfones in high yields.

Key words

cerium(IV) ammonium nitrate - sulfonylation - aryl al­kenes - alkenes - acetylenes - vinyl sulfones - β-iodovinyl sulfones - acetylenic sulfones