Generation of N-aminosulfonamides via a photo-induced fixation of sulfur dioxide into aryl/alkyl halides

文献情報

出版日 2016-03-03

DOI 10.1039/C6QO00060F

インパクトファクター 5.281

著者

Yuewen Li, Danqing Zheng, Zhenhua Li

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要旨

A catalyst-free aminosulfonylation through insertion of sulfur dioxide with aryl/alkyl halides enabled by photoenergy is presented. Under ultraviolet irradiation, a three-component reaction of aryl/alkyl halides, sulfur dioxide, and hydrazines proceeds smoothly under mild conditions without any metals or photo-redox catalysts. The corresponding N-aminosulfonamides are afforded in good to excellent yields. A broad reaction scope is demonstrated with good functional group tolerance. Not only aryl bromide but also aryl chloride is suitable under the conditions. Additionally, alkyl halides are good substrates as well during the insertion of sulfur dioxide. A possible mechanism involving a radical process is proposed, supported by theoretical calculations.

掲載誌

Organic Chemistry Frontiers

CiteScore: 7.8

自己引用率: 8.7%

年間論文数: 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

Generation of N-aminosulfonamides via a photo-induced fixation of sulfur dioxide into aryl/alkyl halides

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