Journal
SYNOPEN
Volume 5, Issue 1, Pages 91-99Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/a-1422-9411
Keywords
allyl sulfones; cesium carbonate; MBH adducts; radical sulfonylation; thiosulfonates
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Funding
- Department of Science & Technology -Promotion of University Research and Scientific Excellence (DST-PURSE) [SR/PURSE Phase 2/32/G]
- Council of Scientific and Industrial Research (CSIR-EMR-II) [02(0340)/18/EMR-II]
- CSIR-SRF
- UGC-SRF
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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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