Litcius/Paper detail

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

Shuai‐Shuai Jiang, Yuting Xiao, Yanchen Wu, Shu‐Zheng Luo, Ren‐Jie Song, Jin‐Heng Li

2020Organic & Biomolecular Chemistry76 citationsDOI

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.

Topics & Concepts

ChemistryPhosphineTandemManganeseSubstrate (aquarium)Phosphine oxideScope (computer science)Combinatorial chemistryTransformation (genetics)Medicinal chemistryManganese oxideOrganic chemistryCatalysisComputer scienceBiochemistryOceanographyProgramming languageMaterials scienceGeologyComposite materialGeneOrganophosphorus compounds synthesisCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques