3.8 Article

Simple and Efficient Synthesis of Allyl Sulfones through Cs2CO3- Mediated Radical Sulfonylation of Morita-Baylis-Hillman Adducts with Thiosulfonates

期刊

SYNOPEN
卷 5, 期 1, 页码 91-99

出版社

GEORG THIEME VERLAG KG
DOI: 10.1055/a-1422-9411

关键词

allyl sulfones; cesium carbonate; MBH adducts; radical sulfonylation; thiosulfonates

资金

  1. Department of Science & Technology -Promotion of University Research and Scientific Excellence (DST-PURSE) [SR/PURSE Phase 2/32/G]
  2. Council of Scientific and Industrial Research (CSIR-EMR-II) [02(0340)/18/EMR-II]
  3. CSIR-SRF
  4. UGC-SRF

向作者/读者索取更多资源

A highly efficient and eco-friendly method has been developed for the synthesis of allyl sulfones using Morita-Baylis-Hillman (MBH) adducts and thiosulfonates under mild conditions. The Cs2CO3-promoted radical sulfonylation provided a series of ally! sulfones in good to high yields with high stereoselectivities. A wide variety of MBH bromides/acetates as well as thiosulfonates were tolerated and reliable in scaled-up synthesis.
A highly efficient and eco-friendly method has been developed for the synthesis of allyl sulfones using Morita-Baylis-Hillman (MBH) adducts and thiosulfonates under mild conditions. The Cs2CO3-promoted radical sulfonylation provided a series of ally! sulfones in good to high yields with high stereoselectivities. A wide variety of MBH bromides/acetates as well as thiosulfonates were tolerated and reliable in scaled-up synthesis. A plausible mechanism is proposed to rationalize the radical sulfonylation.

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