Catalyst-free synthesis of 3-sulfone nitrile from sulfonyl hydrazides and acrylonitrile in water. Issue 37 (6th September 2017)

• Record Type: Journal Article
• Authors: Li, Wei; Gao, Lingfeng; Zhuge, Wenyun; Sun, Xu; Zheng, Gengxiu
• Is Part Of: Organic & biomolecular chemistry. Volume 15:Issue 37(2017)
• Page Start: 7819
• Page End: 7823
• Publication Date: 2017-09-06
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c7ob01558e
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A novel catalyst-free sulfonation reaction for synthesizing 3-sulfone nitrile compounds from sulfonyl hydrazides and acrylonitriles in water, without any metal catalyst, ligand or organic solvent, was demonstrated. Abstract : A novel catalyst-free sulfonation reaction for synthesizing 3-sulfone nitrile compounds from sulfonyl hydrazides and acrylonitriles in water, without any metal catalyst, ligand or organic solvent, was demonstrated. This catalyst-free protocol provides a new synthetic method for the construction of 3-sulfone nitrile compounds with excellent yields. The D2 O experiment adequately proved that the catalyst-free sulfonation reaction occurs via a Michael addition mechanism and that the hydrogen of 3-sulfone nitrile comes from water.