Cross dehydrogenation coupling reaction of purine derivatives with thioethers?

Organic & Biomolecular Chemistry Pub Date: 2022-01-04 DOI: 10.1039/D1OB02353E

Abstract

A metal-free cross-dehydrogenation coupling method was established to synthesize N9 alkylated purine derivatives. Using PhI(OAc)2 as the oxidant, versatile thioethers were successfully employed as alkylation reagents. Under the optimized conditions, a variety of alkylated purine derivatives and other aromatic N-heterocycles were obtained in moderate to good yields. The regioselectivity of this protocol which involves the reaction of unsymmetrical thioethers with purine derivatives was also studied.

Graphical abstract: Cross dehydrogenation coupling reaction of purine derivatives with thioethers
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