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Thianthrenation-promoted photoinduced alkene difunctionalization and aryl allylation with Morita-Baylis-Hillman adducts.

Biplab MondalAyan ChatterjeeNitis Chandra SahaManoranjan JanaJaideep Saha
Published in: Chemical communications (Cambridge, England) (2024)
An organophotoredox-catalyzed alkoxyallylation of feed-stock olefins, through thianthrenation using a Morita-Baylis-Hillman adduct as an allylating agent, is described. Site-selective addition of MeOH to an alkene-thianthrenium salt and its subsequent conversion into a nucleophilic radical species forms the basis of this unique difunctionalization strategy. The scope is also expanded into radical aryl allylation.
Keyphrases
  • electron transfer
  • ionic liquid