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 |
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| Authors: | Pradeep D Lokhande Kamal Hasanzadeh Hamid Khaledi Hapipah Mohd Ali |
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| Institution: | 1. Department of Chemistry, University of Pune, , Pune, 411007 India;2. Department of Chemistry, University of Malaya, , Kuala Lumpur, 50603 Malaysia |
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| Abstract: | The treatment of 3,3a,4,5‐tetrahydro‐3‐aryl‐2‐phenyl‐2H‐benzog]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 ). |
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