Simple synthesis of 6-(trifluoromethyl)-2,4,5,6-tetrahydropyrazolo[3,4-b]pyran derivatives by one-pot, three-component reactions

被引：33
|
作者：
Li, Dong-Mei
Song, Li-Ping
Li, Xian-Fu
Xing, Chun-Hui
Peng, Wei-Min
Zhu, Shi-Zheng
机构：
[1] Shanghai Univ, Sch Sci, Dept Chem, Shanghai 200444, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, Shanghai 200032, Peoples R China
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2007年 / 2007卷 / 21期
关键词：
aldehydes; oxygen heterocycles; cyclization; hydrogen transfer;
D O I：
10.1002/ejoc.200601055
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
One-pot, three-component condensation reactions of aromatic aldehydes 1, 3-methylpyrazol-5-one (2) and ethyl trifluoroacetoacetate (3) provided an efficient methodology for the preparation of ethyl (4S*,5R*)-4-aryl-6-hydroxy-3-methyl-6-(trifluoromethyl)-2,4,5,6-tetrahydropyrazolo[3,4-b]- pyran-5-carboxylate derivatives (4). The reactions gave moderate to good yields under mild conditions. These new products 4 were fully characterized by spectral methods and single-crystal X-ray diffraction analysis. A plausible reaction pathway for the formation of 4 is presented. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007).
引用
收藏
页码：3520 / 3525
页数：6
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