Copper-Catalyzed Trifluoromethylation and Cyclization of Aromatic-Sulfonyl-Group-Tethered Alkenes for the Construction of 1,2-Benzothiazinane Dioxide Type Compounds

A multi‐talented system: An efficient copper‐catalyzed tandem trifluoromethylation/annulation of an electron‐deficient aromatic ring has been developed. This method provides a powerful and straightforward way to synthesize trifluoromethylated 1,2‐benzothiazinane dioxides under mild conditions (see s...

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Veröffentlicht in:Chemistry : a European journal 2013-12, Vol.19 (50), p.16910-16915
Hauptverfasser: Dong, Xiang, Sang, Rui, Wang, Qiang, Tang, Xiang-Ying, Shi, Min
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container_end_page 16915
container_issue 50
container_start_page 16910
container_title Chemistry : a European journal
container_volume 19
creator Dong, Xiang
Sang, Rui
Wang, Qiang
Tang, Xiang-Ying
Shi, Min
description A multi‐talented system: An efficient copper‐catalyzed tandem trifluoromethylation/annulation of an electron‐deficient aromatic ring has been developed. This method provides a powerful and straightforward way to synthesize trifluoromethylated 1,2‐benzothiazinane dioxides under mild conditions (see scheme). The mechanism was investigated by a series of kinetic experiments and isotopic labeling studies.
doi_str_mv 10.1002/chem.201303623
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subjects Alkenes
Alkenes - chemistry
Aromatic compounds
benzothiazinane
Catalysis
Chemical reactions
Chemistry
Construction
copper
Copper - chemistry
Cyclization
Dioxides
homogeneous catalysis
Isotopic labeling
Molecular Structure
Organic chemistry
radicals
Thiazines - chemistry
trifluoromethylation
title Copper-Catalyzed Trifluoromethylation and Cyclization of Aromatic-Sulfonyl-Group-Tethered Alkenes for the Construction of 1,2-Benzothiazinane Dioxide Type Compounds
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