Acid-mediated sulfonylation of arylethynylene bromides with sodium arylsulfinates: synthesis of (E)-1,2-bis(arylsulfonyl)ethylenes and arylacetylenic sulfones

A solvent-dependent sulfonylation of arylethynylene bromides with sodium arylsulfinates has been developed. The ( E )-1,2-bis(arylsulfonyl)ethylenes were formed in DMSO, while the arylacetylenic sulfones were obtained in toluene. Utilizing simple and readily available starting materials, the sulfony...

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Published inRSC advances Vol. 7; no. 57; pp. 36112 - 36116
Main Authors Dai, Chenshu, Wang, Junqi, Deng, Siqi, Zhou, Candong, Zhang, Wenhe, Zhu, Qiuhua, Tang, Xiaodong
Format Journal Article
LanguageEnglish
Published Cambridge Royal Society of Chemistry 2017
Subjects
Bromides
Crystallography
NMR
Nuclear magnetic resonance
Sulfones
Toluene
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Summary:A solvent-dependent sulfonylation of arylethynylene bromides with sodium arylsulfinates has been developed. The ( E )-1,2-bis(arylsulfonyl)ethylenes were formed in DMSO, while the arylacetylenic sulfones were obtained in toluene. Utilizing simple and readily available starting materials, the sulfonylation products were generated with good selectivities and yields without the need for a metal catalyst or oxidant.
ISSN:2046-2069
2046-2069
DOI:10.1039/C7RA07105A