Microwave-assisted synthesis of 1-aryl-1H-indazoles via one-pot two-step Cu-catalyzed intramolecular N-arylation of arylhydrazones

被引：83

作者：

Pabba, C ^{[1
]}

Wang, HJ ^{[1
]}

Mulligan, SR ^{[1
]}

Chen, ZJ ^{[1
]}

Stark, TM ^{[1
]}

Gregg, BT ^{[1
]}

机构：

[1] Albany Mol Res Inc, Dept Med Chem, Albany, NY 12212 USA

来源：

TETRAHEDRON LETTERS | 2005年 / 46卷 / 44期

关键词：

1H-indazole; hydrazone; copper; cyclization; arylation; microwave irradiation;

D O I：

10.1016/j.tetlet.2005.08.143

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly efficient one-pot two-step microwave procedure was developed for the synthesis of 1-aryl-1H-indazoles. Microwave heating of 2-halobenzaldehydes or 2-haloacetophenones with phenylhydrazines at 160 degrees C for 10 min quantitatively yielded the arylhydrazones, which were further cyclized to give 1-aryl-1H-indazoles via CuI/diamine-catalyzed N-arylation under microwave heating (160 degrees C, 10min). Good to excellent yields were observed for 2-iodo, 2-bromo, and 2-chloro benzaldehydes or acetophenones. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：7553 / 7557

页数：5

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