Transition-metal-free alkylation strategy: facile access to alkylated oxindoles via alkyl transfer?

Organic & Biomolecular Chemistry Pub Date: 2022-02-03 DOI: 10.1039/D2OB00019A

Abstract

The transition-metal-free alkylation/cyclization of activated alkenes using Hantzsch ester derivatives as effective alkyl reagents is described. A wide variety of valuable oxindoles was constructed in a single step with excellent selectivity. The reaction occurs through the formation of alkyl radical species followed by the tandem addition/annulation of olefins under oxidative conditions. This protocol is expected to offer inspiration for developing novel and efficient applications of Hantzsch esters in organic synthesis.

Graphical abstract: Transition-metal-free alkylation strategy: facile access to alkylated oxindoles via alkyl transfer
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