Organic Chemistry Portal

Abstracts

Search:

A Hydrazine Insertion Route to N'-Alkyl Benzohydrazides by an Unexpected Carbon-Carbon Bond Cleavage

Ajit Kumar Jha, Rajkiran Kumari and Srinivasan Easwar*

*Department of Chemistry, School of Chemical Sciences and Pharmacy, Central University of Rajasthan, NH-8, Bandarsindri, Distt. Ajmer, Rajasthan 305817, India, Email: easwar.srinivasancuraj.ac.in

A. K. Jha, R. Kumari, S. Easwar, Org. Lett., 2019, 21, 8149-8152.

DOI: 10.1021/acs.orglett.9b02657


see article for more reactions

Abstract

The reaction of benzoyl acrylates, derived from Morita-Baylis-Hillman adducts, with hydrazines provides a range of N',N'-disubstituted benzohydrazides via a serendipitous carbon-carbon bond cleavage. The reaction features a regioselective formation of two carbon-nitrogen bonds.

see article for more examples

proposed mechanism



Key Words

hydrazine derivatives


ID: J54-Y2019