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

作者：Lokhande Pradeep D^*; Hasanzadeh Kamal; Khaledi Hamid; Ali Hapipah Mohd

来源：Journal of Heterocyclic Chemistry, 2012, 49(6): 1398-1406.

DOI：10.1002/jhet.1049

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).

• 出版日期2012-11