Dearomative oxyphosphorylation of indoles enables facile access to 2,2-disubstituted indolin-3-ones

Ting Xiong; Xingcui Zhou; Jun Jiang

doi:10.1039/d2ob01063a

Dearomative oxyphosphorylation of indoles enables facile access to 2,2-disubstituted indolin-3-ones

Org Biomol Chem. 2022 Jul 27;20(29):5721-5725. doi: 10.1039/d2ob01063a.

Authors

Ting Xiong¹, Xingcui Zhou¹, Jun Jiang¹

Affiliation

¹ School of Chemistry and Chemical Engineering, Guangxi Key Laboratory of Electrochemical Energy Materials, Guangxi University, Nanning, 530004, P. R. China. jiangjun@gxu.edu.cn.

PMID: 35842851
DOI: 10.1039/d2ob01063a

Abstract

A highly efficient oxidative dearomatization of indoles with H-phosphorus oxides in the presence of TEMPO oxoammonium salt has been demonstrated. Through the intramolecular oxidative dearomatization of indoles and subsequent intermolecular nucleophilic addition with phosphorus nucleophile, a variety of structurally diverse arylphosphoryl and alkylphosphoryl indolin-3-ones were obtained in good yields with a broad substrate scope and high functional-group compatibility.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Catalysis
Indoles* / chemistry
Phosphorus*

Substances

Indoles
Phosphorus