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

Chem Commun (Camb)

Department of Chemistry, College of Engineering and Technology, SRM Institute of Science and Technology, SRM Nagar, Kattankulathur-603 203, Chengalpattu District, Tamil Nadu, India.

Published: September 2023

A mild and inexpensive approach to synthesising a series of 1,4-diketones in moderate to excellent yields 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.

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Source
http://dx.doi.org/10.1039/d3cc02366dDOI Listing

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