Synthesis of Quinoxalin-2(1H)-ones and Hexahydroquinoxalin-2(1H)-ones via Oxidative Amidation–Heterocycloannulation

Akula Raghunadh; Krishnaji Tadiparthi; Suresh Babu Meruva; V. Narayana Murthy; L. Vaikunta Rao; U. K. Syam Kumar

doi:10.1055/s-0040-1707203

CC BY-NC-ND 4.0 · SynOpen 2020; 04(03): 55-61
DOI: 10.1055/s-0040-1707203

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This is an open access article published by Thieme under the terms of the Creative Commons Attribution-NonDerivative-NonCommercial-License, permitting copying and reproduction so long as the original work is given appropriate credit. Contents may not be used for commercial purposes or adapted, remixed, transformed or built upon. (https://creativecommons.org/licenses/by-nc-nd/4.0/) (2020) The Author(s)

Synthesis of Quinoxalin-2(1H)-ones and Hexahydroquinoxalin-2(1H)-ones via Oxidative Amidation–Heterocycloannulation

Akula Raghunadh

^aTechnology Development Centre, Custom Pharmaceutical Services, Dr. Reddy’s Laboratories Ltd, Hyderabad 560049, India

,

Krishnaji Tadiparthi ∗

^bDepartment of Chemistry, CHRIST (Deemed to be University), Hosur Road, Bangalore 560026, India eMail: krishnaji.tadiparthi@christuniversity.in

,

Suresh Babu Meruva

^aTechnology Development Centre, Custom Pharmaceutical Services, Dr. Reddy’s Laboratories Ltd, Hyderabad 560049, India

,

V. Narayana Murthy

^aTechnology Development Centre, Custom Pharmaceutical Services, Dr. Reddy’s Laboratories Ltd, Hyderabad 560049, India

,

L. Vaikunta Rao

^cDepartment of Chemistry, GIS, GITAM University, Visakhapatnam 530045, India

,

U. K. Syam Kumar∗

^aTechnology Development Centre, Custom Pharmaceutical Services, Dr. Reddy’s Laboratories Ltd, Hyderabad 560049, India

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Abstract

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Abstract

A metal-catalyst-free synthesis of substituted quinoxalin-2-ones from 2,2-dibromo-1-arylethanone by employing an oxidative amidation–heterocycloannulation protocol is reported. The substrate scope of the reaction has been demonstrated and a possible mechanism for this reaction has also been proposed.

Key words

oxidative amidation - heterocycloannulation - quinoxalin-2(1H)-one - 2,2-dibromo-1-arylethanone

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Referenzen

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