Organic Chemistry Portal

Abstracts

Search:

Harnessing Autoxidation of Aldehydes: In Situ Iodoarene Catalyzed Synthesis of Substituted 1,3,4-Oxadiazole, in the Presence of Molecular Oxygen

Jyoti Chauhan, Mahesh K Ravva, Subhabrata Sen*

*Department of Chemistry, School of Natural Sciences, Shiv Nadar University, Dadri, Chithera, Gautambudh Nagar, Uttar Pradesh 201314, India, Email: subhabrata.sensnu.edu.in

J. Chauhan, M. K. Ravva, S. Sen, Org. Lett., 2019, 21, 6562-6565.

DOI: 10.1021/acs.orglett.9b02542 (free Supporting Information)


see article for more reactions

Abstract

The auto-oxidation of isobutyraldehyde in the presence of molecular oxygen generates acyloxy radicals, which in situ afford a hypervalent iodine compound with p-anisolyl iodide. A hypervalent iodine mediated reaction of N'-arylidene acetohydrazides provides substituted 1,3,4-oxadiazoles in good yields in parallel.

see article for more examples



Key Words

1,3,4-Oxadiazoles, Oxygen, Hypervalent Iodine Compounds


ID: J54-Y2019