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Catalyst-free synthesis of 3-sulfone nitrile from sulfonyl hydrazides and acrylonitrile in water

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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 D2O 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.

Graphical abstract: Catalyst-free synthesis of 3-sulfone nitrile from sulfonyl hydrazides and acrylonitrile in water

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Publication details

The article was received on 27 Jun 2017, accepted on 18 Aug 2017 and first published on 18 Aug 2017


Article type: Paper
DOI: 10.1039/C7OB01558E
Citation: Org. Biomol. Chem., 2017, Advance Article
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    Catalyst-free synthesis of 3-sulfone nitrile from sulfonyl hydrazides and acrylonitrile in water

    W. Li, L. Gao, W. Zhuge, X. Sun and G. Zheng, Org. Biomol. Chem., 2017, Advance Article , DOI: 10.1039/C7OB01558E

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