Photoredox-promoted alkyl radical addition/semipinacol rearrangement sequences of alkenylcyclobutanols: rapid access to cyclic ketones.

Chem Commun (Camb)

CCNU-uOttawa Joint Research Centre, Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei 430079, China.

Published: July 2018

Two photo-catalytic tandem alkyl radical addition/semipinacol rearrangement reactions of cycloalkanol-substituted styrenes with N-acyloxyphthalimides and O-acyl oximes have been documented. These protocols provide efficient access to functionalized cyclic ketones, and feature mild conditions (i.e., visible light irradiation, redox neutral and room temperature), broad substrate scope and excellent functional group tolerance.

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http://dx.doi.org/10.1039/c8cc04503hDOI Listing

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