Issue 25, 2020

Manganese(iii)-promoted tandem phosphinoylation/cyclization of 2-arylindoles/2-arylbenzimidazoles with disubstituted phosphine oxides

Abstract

A simple and practical method for the synthesis of phosphoryl-substituted indolo[2,1-a]isoquinolin-6(5H)-ones and benzimidazo[2,1-a]isoquinolin-6(5H)-ones through manganese(III)-promoted tandem phosphinoylation/cyclization of 2-arylindoles or 2-arylbenzimidazoles with disubstituted phosphine oxides was developed. In this transformation, new C–P bond and C–C bond were constructed simultaneously under silver-free conditions, exhibiting a broad substrate scope. It was noted that not only diarylphosphine oxides but also dialkyl and arylalkyl-phosphine oxides were compatible with the conditions.

Graphical abstract: Manganese(iii)-promoted tandem phosphinoylation/cyclization of 2-arylindoles/2-arylbenzimidazoles with disubstituted phosphine oxides

Supplementary files

Article information

Article type
Paper
Submitted
27 Apr 2020
Accepted
06 Jun 2020
First published
08 Jun 2020

Org. Biomol. Chem., 2020,18, 4843-4847

Manganese(III)-promoted tandem phosphinoylation/cyclization of 2-arylindoles/2-arylbenzimidazoles with disubstituted phosphine oxides

S. Jiang, Y. Xiao, Y. Wu, S. Luo, R. Song and J. Li, Org. Biomol. Chem., 2020, 18, 4843 DOI: 10.1039/D0OB00877J

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