Synthesis of some trifluoromethyl substituted 1-methylpyrazoles

被引:11
作者
Pavlik, JW [1 ]
Ayudhya, TIN
Tantayanon, S
机构
[1] Worcester Polytech Inst, Dept Chem & Biochem, Worcester, MA 01609 USA
[2] Chulalongkorn Univ, Dept Chem, Bangkok 10330, Thailand
关键词
D O I
10.1002/jhet.5570400619
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The major products from the reaction of beta-alkoxyvinyl trifluoromethyl ketones la-c with methylhydrazine (2) in absolute ethanol are the 3-(trifluoromethyl)-substituted-1-methylpyrazoles 3a-3c with lesser amounts of the 5-(trifluoromethyl)-substituted products 4a-4c and 5a-5c. Carrying out the reaction in non-polar, aprotic solvents can further enhance the regioselectivity favoring the 3-(trifluoromethyl)-substituted isomers.
引用
收藏
页码:1087 / 1089
页数:3
相关论文
共 3 条
[1]   A convenient method to obtain 4,5-dihydro-1H-1-methylpyrazoles by a ring transformation reaction. [J].
Bonacorso, HG ;
Wastowski, AD ;
Zanatta, N ;
Martins, MAP .
SYNTHETIC COMMUNICATIONS, 2000, 30 (08) :1457-1465
[2]  
COLLA A, 1991, SYNTHESIS-STUTTGART, P483
[3]   Condensation of methylhydrazine with 4-ethoxy-1,1,1-trifluoro-3-buten-2-one. A reinvestigation [J].
Pavlik, JW ;
Ayudhya, TIN ;
Tantayanon, S .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2002, 39 (05) :1025-1027