Issue 9, 2022

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

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

Supplementary files

Article information

Article type
Paper
Submitted
05 Jan 2022
Accepted
30 Jan 2022
First published
03 Feb 2022

Org. Biomol. Chem., 2022,20, 1958-1968

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

W. Yu, J. Fan, P. Chen, B. Xiong, J. Xie, K. Tang and Y. Liu, Org. Biomol. Chem., 2022, 20, 1958 DOI: 10.1039/D2OB00019A

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