Sc(OTf) catalyzed intramolecular single-electron transfer of 2-alkyl-1,4-benzoquinones: synthesis of 6-chromanols from donor-acceptor cyclopropanes.

Chem Commun (Camb)

State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, College of Veterinary Medicine, Lanzhou University, Lanzhou, 730000, P. R. China.

Published: September 2023

A Sc(OTf) catalyzed intramolecular cyclization reaction of 2-alkyl-1,4-benzoquinone derived from D-A cyclopropane was discovered. This reaction involves single-electron transfer, proton-transfer, an aromatization driven spin center shift, and radical coupling processes, and offers an efficient method for the synthesis of 6-chromanols from D-A cyclopropanes.

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Source
http://dx.doi.org/10.1039/d3cc02988cDOI Listing

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