Rediscovering Bacon's hydrazine/phenylhydrazine mediated cyclization of 2,2′-dicarbonylbi(hetero)aryls: construction of (5-azo)-/indazolo[2,3-a]quinolines

Pawan S. Dhote; Chepuri V. Ramana

doi:10.1039/D1OB02207E

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Rediscovering Bacon's hydrazine/phenylhydrazine mediated cyclization of 2,2′-dicarbonylbi(hetero)aryls: construction of (5-azo)-/indazolo[2,3-a]quinolines†

Pawan S. Dhote^ab and Chepuri V. Ramana

*^ab

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* Corresponding authors

^a Division of Organic Chemistry, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pune 411 008, India
E-mail: vr.chepuri@ncl.res.in

^b Academy of Scientific and Innovative Research (AcSIR), Ghaziabad-201002, India

Abstract

Hydrazine/phenylhydrazine-mediated reductive dicarbonyl coupling reactions have been carried out under mild conditions to provide polycyclic aromatic compounds and azo-substituted polyaromatic compounds. This method has a broad substrate scope with good functional group compatibility.

This article is part of the themed collection: Synthetic methodology in OBC

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DOI: https://doi.org/10.1039/D1OB02207E
Article type: Paper
Submitted: 11 Nov 2021
Accepted: 16 Dec 2021
First published: 17 Dec 2021

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Org. Biomol. Chem., 2022,20, 636-648

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Rediscovering Bacon's hydrazine/phenylhydrazine mediated cyclization of 2,2′-dicarbonylbi(hetero)aryls: construction of (5-azo)-/indazolo[2,3-a]quinolines

P. S. Dhote and C. V. Ramana, Org. Biomol. Chem., 2022, 20, 636 DOI: 10.1039/D1OB02207E

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Organic & Biomolecular Chemistry

Rediscovering Bacon's hydrazine/phenylhydrazine mediated cyclization of 2,2′-dicarbonylbi(hetero)aryls: construction of (5-azo)-/indazolo[2,3-a]quinolines†

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Rediscovering Bacon's hydrazine/phenylhydrazine mediated cyclization of 2,2′-dicarbonylbi(hetero)aryls: construction of (5-azo)-/indazolo[2,3-a]quinolines

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