Issue 48, 2019

Rh(iii)-Catalyzed straightforward arylation of 8-methyl/formylquinolines using diazo compounds

Abstract

A straightforward Rh(III)-catalyzed general strategy was developed for the introduction of naphthol/phenol moieties to the C(sp3)–H bond of 8-methylquinoline using diazonaphthalen-2(1H)-ones/quinone diazides. The developed method was further extended towards the arylation of 8-formylquinolines to accomplish diarylketone derivatives. The method is simple, relatively rapid, and chemo and regioselective with a wide scope and functional group tolerance. The synthetic utility was established through gram-scale synthesis and biologically active molecule construction.

Graphical abstract: Rh(iii)-Catalyzed straightforward arylation of 8-methyl/formylquinolines using diazo compounds

Supplementary files

Article information

Article type
Communication
Submitted
27 Mar 2019
Accepted
13 May 2019
First published
13 May 2019

Chem. Commun., 2019,55, 6886-6889

Rh(III)-Catalyzed straightforward arylation of 8-methyl/formylquinolines using diazo compounds

B. Ghosh and R. Samanta, Chem. Commun., 2019, 55, 6886 DOI: 10.1039/C9CC02391G

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