Issue 56, 2024

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

Abstract

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.

Graphical abstract: Thianthrenation-promoted photoinduced alkene difunctionalization and aryl allylation with Morita–Baylis–Hillman adducts

Supplementary files

Article information

Article type
Communication
Submitted
16 Apr 2024
Accepted
10 Jun 2024
First published
10 Jun 2024

Chem. Commun., 2024,60, 7184-7187

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

B. Mondal, A. Chatterjee, N. C. Saha, M. Jana and J. Saha, Chem. Commun., 2024, 60, 7184 DOI: 10.1039/D4CC01792G

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