Issue 3, 2019

Highly selective C–H bond activation of N-arylbenzimidamide and divergent couplings with diazophosphonate compounds: a catalyst-controlled selective synthetic strategy for 3-phosphorylindoles and 4-phosphorylisoquinolines

Abstract

A highly efficient synthetic strategy to construct 3-phosphorylindole and 4-phosphorylisoquinoline privileged scaffolds via selective C–H bond activations of N-phenylbenzimidamide and the subsequent divergent couplings with diazophosphonate compounds was achieved successfully by altering the Rh(III)/Ru(II) catalyst systems. This protocol features excellent chemoselectivity, wide substrate tolerance and mild reaction conditions, which might find wider application in the discovery of lead compounds in the future.

Graphical abstract: Highly selective C–H bond activation of N-arylbenzimidamide and divergent couplings with diazophosphonate compounds: a catalyst-controlled selective synthetic strategy for 3-phosphorylindoles and 4-phosphorylisoquinolines

Supplementary files

Article information

Article type
Research Article
Submitted
24 Oct 2018
Accepted
16 Dec 2018
First published
17 Dec 2018

Org. Chem. Front., 2019,6, 393-398

Highly selective C–H bond activation of N-arylbenzimidamide and divergent couplings with diazophosphonate compounds: a catalyst-controlled selective synthetic strategy for 3-phosphorylindoles and 4-phosphorylisoquinolines

Q. Yang, C. Wu, J. Zhou, G. He, H. Liu and Y. Zhou, Org. Chem. Front., 2019, 6, 393 DOI: 10.1039/C8QO01148F

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