Synthesis, Structure, and Chemical Transformations of 2-Chloroprop-2-en-1-yl Sulfones


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A green approach was proposed for the synthesis of 2-chloroprop-2-en-1-yl sulfones in 47–94% yield. The molecular and crystal structures of 2-chloroprop-2-en-1-yl phenyl sulfone and 2-chloroprop-2-en-1-yl methyl sulfone were determined by X-ray analysis. π-Stacking interaction between the benzene ring and double bond was revealed in the crystal structure of 2-chloroprop-2-en-1-yl phenyl sulfone. Chloropropenyl sulfones were found to readily undergo dehydrochlorination to give stable allenyl sulfones and alkaline hydrolysis to produce the corresponding acetonyl sulfones. The latter can be converted to oximes by treatment with hydroxylamine hydrochloride.

作者简介

V. Nikonova

Favorskii Irkutsk Institute of Chemistry, Siberian Branch

编辑信件的主要联系方式.
Email: vachrina@irioch.irk.ru
俄罗斯联邦, Irkutsk, 664033

A. Kaliev

Favorskii Irkutsk Institute of Chemistry, Siberian Branch

Email: vachrina@irioch.irk.ru
俄罗斯联邦, Irkutsk, 664033

T. Borodina

Favorskii Irkutsk Institute of Chemistry, Siberian Branch

Email: vachrina@irioch.irk.ru
俄罗斯联邦, Irkutsk, 664033

V. Smirnov

Favorskii Irkutsk Institute of Chemistry, Siberian Branch

Email: vachrina@irioch.irk.ru
俄罗斯联邦, Irkutsk, 664033

I. Rozentsveig

Favorskii Irkutsk Institute of Chemistry, Siberian Branch

Email: vachrina@irioch.irk.ru
俄罗斯联邦, Irkutsk, 664033

N. Korchevin

Favorskii Irkutsk Institute of Chemistry, Siberian Branch

Email: vachrina@irioch.irk.ru
俄罗斯联邦, Irkutsk, 664033

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