Issue 45, 2022

Hypervalent iodine(iii)-mediated oxidative dearomatization of 2H-indazoles towards indazolyl indazolones

Abstract

A new iodine(III)-mediated oxidative dearomatization of 2H-indazoles has been developed to afford N-1 indazolyl indazolones. In this methodology, PIFA plays a dual role: as an oxidant and as a carbonyl oxygen source. A series of indazolone derivatives was promptly synthesized in good to excellent yields through sequential C-heteroatom bond formation. Mechanistic studies indicate that the reaction likely takes place through an SET pathway.

Graphical abstract: Hypervalent iodine(iii)-mediated oxidative dearomatization of 2H-indazoles towards indazolyl indazolones

Supplementary files

Article information

Article type
Paper
Submitted
28 Sep 2022
Accepted
24 Oct 2022
First published
24 Oct 2022

Org. Biomol. Chem., 2022,20, 8893-8897

Hypervalent iodine(III)-mediated oxidative dearomatization of 2H-indazoles towards indazolyl indazolones

S. Bhattacharjee, S. Laru and A. Hajra, Org. Biomol. Chem., 2022, 20, 8893 DOI: 10.1039/D2OB01776H

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