Discovery and Mechanistic Study of a Totally Organic C-COxygen Insertion Reaction.

J Org Chem

Department of Chemistry , Johns Hopkins University, 3400 North Charles Street , Baltimore , Maryland 21218 , United States.

Published: November 2019

We report an unprecedented photochemical oxygen insertion reaction into an aromatic quinone methide. Insertion happens specifically within a C-C bond, whereas the quinone methide moiety remains intact itself. Detailed mechanistic studies, supported by DFT calculations, support a pathway in which the -QM plays a pivotal activating role.

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Source
http://dx.doi.org/10.1021/acs.joc.9b02238DOI Listing

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