Synthesis of (E)-β-Vinyl Sulfones by Metal-Free Tetrabutylammonium Iodide/Potassium Persulfate Mediated Radical Denitrative Sulfonylation of β-Nitrostyrenes with Sulfonylhydrazides

doi:10.11944/j.issn.1000-0518.2019.06.180338

Chinese Journal of Applied Chemistry ›› 2019, Vol. 36 ›› Issue (6): 664-670.DOI: 10.11944/j.issn.1000-0518.2019.06.180338

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Synthesis of (E)-β-Vinyl Sulfones by Metal-Free Tetrabutylammonium Iodide/Potassium Persulfate Mediated Radical Denitrative Sulfonylation of β-Nitrostyrenes with Sulfonylhydrazides

TANG Yucai^a^b^*(),WANG Ping^a,RAN Shutong^a,CHEN Piao^a

^aCollege of Chemistry and Materials Engineering
^bCollege of Chemistry and Materials Engineering,Hunan University of Arts and Science,Changde,Hunan 415000,China

Received:2018-10-26 Accepted:2019-01-14 Published:2019-06-01 Online:2019-06-03
Contact: TANG Yucai
Supported by:
Supported by the Start-up Foundation for Doctors of Hunan University of Arts and Science(No.17BSQD32), the Construct Program of the Key Discipline in Hunan Province(Applied Chemistry)

Abstract

Abstract:

A novel and efficient protocol towards (E)-β-vinyl sulfone derivatives by tetrabutylammonium Iodide(TBAI)/K₂S₂O₈ mediated denitrative sulfonylation of readily prepared β-nitrostyrenes and economical sulfonylhydrazides was described. The corresponding (E)-β-vinyl sulfone compounds were obtained in moderate to good yields. Compared with reported methods, the present strategy features metal-free, acid and base-free.

Key words: (E)-β-vinyl sulfone;, β-nitrostyrenes;, sulfonylhydrazides, denitrative sulfonylation, radical reaction

TANG Yucai, WANG Ping, RAN Shutong, CHEN Piao. Synthesis of (E)-β-Vinyl Sulfones by Metal-Free Tetrabutylammonium Iodide/Potassium Persulfate Mediated Radical Denitrative Sulfonylation of β-Nitrostyrenes with Sulfonylhydrazides[J]. Chinese Journal of Applied Chemistry, 2019, 36(6): 664-670.

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Synthesis of (E)-β-Vinyl Sulfones by Metal-Free Tetrabutylammonium Iodide/Potassium Persulfate Mediated Radical Denitrative Sulfonylation of β-Nitrostyrenes with Sulfonylhydrazides

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