Aromatization and Halogenation of 3,3a,4,5-Tetrahydro-3-aryl-2-phenyl-2H-benzo[g]indazole Using I2/DMSO, CuCl2/DMSO, and N-Bromosuccinimide

被引：16

作者：

Lokhande, Pradeep D. ^{[1
]}

Hasanzadeh, Kamal ^{[1
]}

Khaledi, Hamid ^{[2
]}

Ali, Hapipah Mohd ^{[2
]}

机构：

[1] Univ Pune, Dept Chem, Pune 411007, Maharashtra, India

[2] Univ Malaya, Dept Chem, Kuala Lumpur 50603, Malaysia

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 2012年 / 49卷 / 06期

关键词：

SOLVENT-FREE OXIDATION; BIOLOGICAL EVALUATION; DERIVATIVES; RECEPTOR; INHIBITORS; EFFICIENT; LIGANDS; INDAZOLES; ALKYNES; UREAS;

D O I：

10.1002/jhet.1049

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The treatment of 3,3a,4,5-tetrahydro-3-aryl-2-phenyl-2H-benzo[g]indazoles 4 with I2/DMSO led to the oxidation of the five-member rings (5) as well as the iodination of N-phenyl moieties along with oxidation of the five-member rings (6). However, the reactions of 4 with CuCl2/DMSO gave only compounds 5. The reaction of N-bromosuccinimide (NBS) with compounds 4 resulted in fully aromatization along with bromination at C-5 of the indazole rings (7). The indazole six-member rings in compounds 5 and 6 also underwent aromatization along with bromination by using NBS (7 and 8).

引用

页码：1398 / 1406

页数：9

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