Issue 44, 2018

Iridium-catalyzed [4 + 2] annulation of 1-arylindazolones with α-diazo carbonyl compounds: access to indazolone-fused cinnolines

Abstract

An efficient one-pot Ir-catalyzed method was developed for the synthesis of indazolone-fused cinnolines by [4 + 2] annulation of 1-arylindazolones with α-diazo carbonyl compounds via sequential C–H activation/carbene insertion/cyclization in a tandem manner. This method has excellent tolerance towards electron-withdrawing and electron-donating functional groups on 1-arylindazolone. This method was also found to be applicable to cyclic α-diazo carbonyl compounds.

Graphical abstract: Iridium-catalyzed [4 + 2] annulation of 1-arylindazolones with α-diazo carbonyl compounds: access to indazolone-fused cinnolines

Supplementary files

Article information

Article type
Paper
Submitted
15 Jul 2018
Accepted
22 Oct 2018
First published
22 Oct 2018

Org. Biomol. Chem., 2018,16, 8585-8595

Iridium-catalyzed [4 + 2] annulation of 1-arylindazolones with α-diazo carbonyl compounds: access to indazolone-fused cinnolines

C. K. Mahesha, D. S. Agarwal, P. Karishma, D. Markad, S. K. Mandal and R. Sakhuja, Org. Biomol. Chem., 2018, 16, 8585 DOI: 10.1039/C8OB01681J

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