4.4 Article

Direct sulfonylation of Baylis-Hillman alcohols and diarylmethanols with TosMIC in ionic liquid-[Hmim]HSO4: an unexpected reaction

Journal

TETRAHEDRON LETTERS
Volume 52, Issue 36, Pages 4622-4626

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2011.06.096

Keywords

Ionic liquids; Sulfonylation; Baylis-Hillman alcohols; p-Toluenesulfonylmethyl isocyanide (TosMIC); Allylic sulfones

Funding

  1. CSIR, New Delhi

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A Bronsted acidic ionic liquid-[Hmim]HSO4 promoted unexpected reaction of Baylis-Hillman alcohols and diarylmethanols with p-toluenesulfonylmethyl isocyanide (TosMIC) affording the corresponding sulfone derivatives instead of N-tosylmethyl amides is reported. After isolation of the product, the ionic liquid [Hmim]HSO4 was easily recycled for further use. (C) 2011 Elsevier Ltd. All rights reserved.

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