Synthesis of (E)- and (Z)-3(5)-(2-hydroxyphenyl)-4-styrylpyrazoles

被引：17

作者：

Silva, Vera L. M. ^{[1
,2
]}

Silva, Artur M. S. ^{[1
,2
]}

Pinto, Diana C. G. A. ^{[1
,2
]}

Cavaleiro, Jose A. S. ^{[1
,2
]}

Elguero, Jose ^{[3
]}

机构：

[1] Univ Aveiro, Dept Chem, P-3800 Aveiro, Portugal

[2] Univ Aveiro, QOPNA, P-3800 Aveiro, Portugal

[3] CSIC, Inst Quim Med, E-28006 Madrid, Spain

来源：

MONATSHEFTE FUR CHEMIE | 2009年 / 140卷 / 01期

关键词：

3-Styrylchromones; 3(5)-(2-Hydroxyphenyl)-4-styrylpyrazoles; Nitrogen heterocycles; NMR spectroscopy; Reaction mechanism; BIOLOGICAL EVALUATION; ULTRAVIOLET STABILIZERS; MOLECULAR CHAPERONE; 4-THIO ANALOGS; INHIBITORS; AGENTS; HSP90; DERIVATIVES; HYDRAZINE; PYRAZOLES;

D O I：

10.1007/s00706-008-0002-9

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An efficient synthesis method for the preparation of a series of new (Z)- and (E)-3(5)-(2-hydroxyphenyl)4-styrylpyrazoles was developed. The reaction of (Z)- and (E)-3-styrylchromones with hydrazine hydrate afforded the corresponding (Z)- and (E)-3(5)-(2-hydroxyphenyl)4-styrylpyrazoles, except for nitro derivatives, where both (Z)- and (E)-4'-nitro-3-styrylchromones afforded (E)-3(5)-(2-hydroxyphenyl)-4-(4-nitrostyryl)pyrazoles. The reaction mechanism for these transformations is discussed and the stereochemistries of all products were established by NMR experiments.

引用

页码：87 / 95

页数：9

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