Unexpected formation of bis-pyrazolyl derivatives by solid support coupled with microwave irradiation

被引：24

作者：

Esteves-Souza, A

Echevarría, A

Vencato, I

Jimeno, ML

Elguero, J

机构：

[1] Univ Fed Rural Rio de Janeiro, Inst Ciencias Exatas, Dept Quim, BR-23851970 Seropedica, RJ, Brazil

[2] Univ Fed Santa Catarina, Dept Quim, BR-88040900 Florianopolis, SC, Brazil

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

来源：

TETRAHEDRON | 2001年 / 57卷 / 29期

关键词：

pyrazoles; imines; X-ray crystal structure; microwave irradiation; solid support;

D O I：

10.1016/S0040-4020(01)00604-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Starting from 1,3-dimethyl-5-aminopyrazole 1 and p-substituted benzaldehydes 2 (R=H, CH3, NO2), four different compounds have been obtained: the Schiff bases 4, a bis-pyrazolyl Schiff base 6a (R=H), the expected bispyrazolo[3,4-b;4 ' ,3 ' -e]pyridine 7b (R=CH3) and the carbinol derived from the Schiff base 8c (R=NO2). The products have been characterised by MS, NMR (H-1 and C-13) and X-ray crystallography (in the case of 6a). A proposal for the relationships between the different compounds and a possible mechanism is presented. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：6147 / 6153

页数：7

共 39 条

[1]

ABEHAIM D, 1994, HETEROCYCLES, V38, P793

[2] Alkylation and arylation of pyrazoles under solvent-free conditions:: Conventional heating versus microwave irradiation [J].