Photoredox-catalyzed 1,2-oxo-alkylation of vinyl arenes with 1,3-diketones: an approach to 1,4-dicarbonyls via C–C activation

Abstract

A mild and inexpensive approach to synthesising a series of 1,4-diketones in moderate to excellent yields via 1,2-oxo alkylation has been developed using fluorescein as a photocatalyst and air as an oxidant. The key features include (i) varied substrate scope (39 examples); (ii) good functional group tolerance; (iii) unsymmetrical 1,4-dicarbonyls; (iv) late-stage functionalization of thymol and ibuprofen derivatives; and (v) the synthetic expansion to 5- and 6-membered N-, O- and S-containing heterocycles.