Oxidative Transformation of 2-Furylanilines into Indolin-3-ones

J Org Chem. 2024 May 3;89(9):6602-6606. doi: 10.1021/acs.joc.4c00359. Epub 2024 Apr 18.

Abstract

Oxidation of 2-furylaninlies with m-CPBA followed by treatment with a base provides access to functionalized indolin-3-ones. The designed oxidative transformation utilizes an underassessed chemical behavior of furyl-containing amines to form a C-N bond via engaging a β-carbon atom of the furan core upon a ring-forming step, thereby providing an alternative disconnection toward nitrogen-containing heterocycles.