Synthesis 2002(15): 2259-2265
DOI: 10.1055/s-2002-34838
PAPER
© 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;
Further Information

Publication History

Received 30 April 2002
Publication Date:
21 October 2002 (online)

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.