Electrophilic Trifluoromethylthiolation of Carbonyl Compounds

被引:131
作者
Alazet, Sebastien [1 ,2 ]
Zimmer, Luc [2 ,3 ]
Billard, Thierry [1 ,2 ]
机构
[1] Univ Lyon 1, Inst Chem & Biochem ICBMS UMR CNRS 5246, CNRS, F-69622 Villeurbanne, France
[2] Grp Hosp Est, CERMEP In Vivo Imaging, F-69003 Lyon, France
[3] Grp Hosp Est, Lyon Neurosci Res Ctr, UMR CNRS 5292, UMR INSERM 1028, F-69003 Lyon, France
关键词
carbonyl compounds; enols; fluorine; trifluoromethanesulfenamide; trifluoromethylthiolation; COPPER-CATALYZED TRIFLUOROMETHYLTHIOLATION; HYPERVALENT IODINE REAGENT; ENANTIOSELECTIVE TRIFLUOROMETHYLTHIOLATION; BORONIC ACIDS; FLUORINE; GENERATION; PREDICTION; DIKETONES; ENAMINES; CHLORIDE;
D O I
10.1002/chem.201403409
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A general method for the alpha-trifluoromethylthiolation of carbonyl compounds, without prefunctionalization, has been developed. Aldehydes, ketones, esters, amides, keto-esters, alkaloids, and steroids have been trifluoromethylthiolated with good yields. This work, proposing a new reagent for electrophilic trifluoromethylthiolation, provides a route towards the original synthesis of various trifluoromethylthiolated molecules for further applications.
引用
收藏
页码:8589 / 8593
页数:5
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