Photoinduced synthesis of (E)-vinyl sulfones through the insertion of sulfur dioxide‡
Literature Information
Publication Date
2018-09-28
DOI
10.1039/C8QO00965A
Impact Factor
5.281
Authors
Yechun Ding, Xiaona Fan
View Original
Abstract
Under visible light irradiation, a three-component reaction of potassium alkyltrifluoroborates, sulfur dioxide and alkynes with the assistance of photocatalysis and in the presence of copper(II) triflate is described. This transformation affords (E)-vinyl sulfones efficiently with excellent regioselectivity and stereoselectivity under mild conditions. Various functional groups including acetyl and thiophenyl groups are tolerated. The photocatalysis facilitates the formation of an alkyl radical, which initiates the transformation with the insertion of sulfur dioxide. The presence of the copper catalyst assists the addition of an alkylsulfonyl radical to alkyne, thus leading to (E)-vinyl sulfones.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
![2-[(E)-(2-Methoxyphenyl)diazenyl]-3-oxo-N-(2-oxo-2,3-dihydro-1H-benzimidazol-5-yl)butanamide structure](https://static.chemtradehub.com/structs/821/82199-12-0-f1d0.webp "2-[(E)-(2-Methoxyphenyl)diazenyl]-3-oxo-N-(2-oxo-2,3-dihydro-1H-benzimidazol-5-yl)butanamide structure")
2-[(E)-(2-Methoxyphenyl)diazenyl]-3-oxo-N-(2-oxo-2,3-dihydro-1H-benzimidazol-5-yl)butanamide
CAS Number:
82199-12-0
Molecular Formula:
C18H17N5O4
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