![Methyl 2-[5-(3-Phenoxyphenyl)-2H-tetrazol-2-yl]acetate structure](https://static.chemtradehub.com/structs/130/1305320-60-8-84b4.webp "Methyl 2-[5-(3-Phenoxyphenyl)-2H-tetrazol-2-yl]acetate structure")
Methyl 2-[5-(3-Phenoxyphenyl)-2H-tetrazol-2-yl]acetate
CAS Number:
1305320-60-8
Molecular Formula:
C16H14N4O3
β-Sulfonylation of α-bromoenals enabled by N-heterocyclic carbene catalysis
Literature Information
Publication Date
2019-08-23
DOI
10.1039/C9QO00956F
Impact Factor
5.281
Authors
Shiyi Jin, Shuaishuai Fang, Rui Ma, Zheng Liang, Ye Xu, Tao Lu, Ding Du
View Original
Abstract
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.
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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
Methyl 2-amino-4-(4-chlorophenyl)-5-pyrimidinecarboxylate
CAS Number:
1133115-56-6
Molecular Formula:
C12H10ClN3O2
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