Synthesis of N-Nitroso CHF2-Pyrazolines and Their Transformation into CHF2-Isoxazolines and -Pyrazoles

被引:25
作者
Lebed, Pavlo S. [1 ,2 ,3 ]
Fenneteau, Johan [4 ]
Wu, Yong [5 ,6 ]
Cossy, Janine [4 ]
Mykhailiuk, Pavel K. [1 ]
机构
[1] Taras Shevchenko Natl Univ Kyiv, Dept Chem, Volodymyrska 64, UA-01601 Kiev, Ukraine
[2] Enamine Ltd, Chervonotkatska 78, UA-02094 Kiev, Ukraine
[3] Taras Shevchenko Natl Univ Kyiv, ChemBioCtr, Volodymyrska 64, UA-01601 Kiev, Ukraine
[4] PSL Res Univ, ESPCI Paris 8281, Lab Chim Organ, Inst Chem Biol & Innovat CBI UMR, 10 Rue Vauquelin, F-75231 Paris 05, France
[5] Sichuan Univ, West China Sch Pharm, Educ Minist, Key Lab Drug Targeting, Chengdu 610041, Sichuan, Peoples R China
[6] Sichuan Univ, West China Sch Pharm, Dept Med Chem, Chengdu 610041, Sichuan, Peoples R China
关键词
Fluorine; Heterocycles; Alkenes; Diazo compounds; Cycloaddition; Fluorinated compounds; FLUORINATED TEBUFENPYRAD ANALOGS; ELECTRON-DEFICIENT ALKYNES; IN-SITU GENERATION; ONE-POT SYNTHESIS; TRIFLUOROMETHYL DIAZOMETHANE; MEDICINAL CHEMISTRY; 3-COMPONENT SYNTHESIS; 2,2,2-TRIFLUORODIAZOETHANE; CYCLOADDITION; DIFLUOROMETHYLATION;
D O I
10.1002/ejoc.201700803
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N-Nitroso CHF2-pyrazolines were synthesized from in situ generated difluoromethyldiazomethane (CF2HCHN2), tert-butyl isonitrite (tBuONO), and alkenes. The synthesis of representative CHF2-pyrazoles and CHF2-oxazolines was also performed.
引用
收藏
页码:6114 / 6120
页数:7
相关论文
共 71 条
[71]   Regioselective Cycloaddition of Trifluorodiazoethane with Electron-Deficient Allenic Esters and Ketones: Access to CF3-Substituted Pyrazolines and Pyrazoles [J].
Zhang, Fa-Guang ;
Wei, Yi ;
Yi, Yu-Ping ;
Nie, Jing ;
Ma, Jun-An .
ORGANIC LETTERS, 2014, 16 (11) :3122-3125