Rh(III)‐Catalyzed Oxidative Annulation of 2‐Arylquinoxalines with Cyclic 2‐Diazo‐1,3‐diketones by C−H Bond Activation

Author:

Ajay Chidrawar12,Yogananda Chary Devulapally12,Balasubramanian Sridhar3,Subba Reddy Basi V.1

Affiliation:

1. Fluoro &Agrochemicals CSIR-Indian Institute of Chemical Technology Hyderabad 500 007 India

2. Academy of Scientific and Innovative Research (AcSIR) Ghaziabad 201002 Uttar Pradesh India

3. Laboratory of X-ray Crystallography CSIR-Indian Institute of Chemical Technology Hyderabad 500 007 India

Abstract

AbstractRh(III)‐catalyzed C−H bond annulation of 2‐arylquinoxalines with cyclic 2‐diazo‐1,3‐diketones has been accomplished for the first time to synthesize a novel series of 2,3‐dihydrodibenzo[a,c]phenazin‐4(1H)‐one frameworks by means of carbene insertion followed by condensation. The reaction proceeds through the C−H bond activation and functionalization of 2‐arylquinoxalines using Rh(III)/AgSbF6 complex to produce highly substituted 2,3‐dihydrodibenzo[a,c]phenazin‐4(1H)‐one and benzo[5,6][1,2,4]thiadiazino[2,3‐f]phenanthridin‐5(6H)‐one‐10,10‐dioxide derivatives in good to excellent yields.

Publisher

Wiley

Subject

Organic Chemistry,Physical and Theoretical Chemistry

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