β-Sulfonylation of α-bromoenals enabled by N-heterocyclic carbene catalysis

文献情報

出版日 2019-08-23

DOI 10.1039/C9QO00956F

インパクトファクター 5.281

著者

Shiyi Jin, Shuaishuai Fang, Rui Ma, Zheng Liang, Ye Xu, Tao Lu, Ding Du

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要旨

An N-heterocyclic carbene (NHC)-catalyzed three-component tandem β-sulfonylation/esterification of α-bromoenals was developed. This protocol offers a simple and efficient pathway to access a wide range of functionalized alkyl sulfone esters that cannot be obtained through direct β-sulfonylation of internal α,β-unsaturated esters. The preference of β-sulfonylation over direct esterification of β-activated α,β-unsaturated acylazoliums and use of a weaker base were key to the success of this transformation.

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

β-Sulfonylation of α-bromoenals enabled by N-heterocyclic carbene catalysis

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