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, Email: gvn
csrrltrd.ren.nic.in
V. Nair, A. Augustine, T. D. Suja, Synthesis, 2002, 2259-2265.
DOI: 10.1055/s-2002-34838
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Abstract
The cerium(IV) ammonium nitrate (CAN) mediated reaction of aryl sulfinates and sodium iodide with alkenes afforded vinyl sulfones in very good yields. Alkynes underwent a similar reaction to give β-iodovinyl sulfones, which on treatment with potassium carbonate afforded the corresponding acetylenic sulfones in high yields.
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proposed mechanism
Key Words
cerium(IV) ammonium nitrate, sulfonylation, aryl alkenes, alkenes, acetylenes, vinyl sulfones, β-iodovinyl sulfones, acetylenic sulfones
ID: J66-Y2002-1520
