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Copper‐Catalyzed Trifluoromethylation and Cyclization of Aromatic‐Sulfonyl‐Group‐Tethered Alkenes for the Construction of 1,2‐Benzothiazinane Dioxide Type Compounds
Author(s) -
Dong Xiang,
Sang Rui,
Wang Qiang,
Tang XiangYing,
Shi Min
Publication year - 2013
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201303623
Subject(s) - trifluoromethylation , annulation , chemistry , tandem , combinatorial chemistry , catalysis , sulfonyl , functional group , computer science , organic chemistry , engineering , alkyl , trifluoromethyl , polymer , aerospace engineering
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.