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

页码：3520 / 3525

页数：6

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