Regiospecific synthesis of 5-(1H-indol-2-yl)-1- and 2-methyl-6,7-dihydro-2H-indazole isomers
Autor: | Ming Tao, Reddeppareddy Dandu, Kurt A. Josef, Robert L. Hudkins, Edward R. Bacon |
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Rok vydání: | 2007 |
Předmět: | |
Zdroj: | Journal of Heterocyclic Chemistry. 44:437-440 |
ISSN: | 1943-5193 0022-152X |
DOI: | 10.1002/jhet.5570440225 |
Popis: | A regiospecific approach to each N-methyl-5-(1H-indol-2-yl)-6,7-dihydro-2H-indazole isomer is reported. The 1-methyl isomer 1 was prepared from 5-bromo-1-methyl-6,7-dihydro-1H-indazole 3 and indole-2-boronate 5 by palladium catalyzed Suzuki coupling. The 2-methyl regioisomer 2 was synthesized via addition of lithium (1-carboxylato-1H-indole-2-yl)lithium 6 with 2-methyl-2,4,6,7-tetrahydro-indazol-5-one 8 followed by acid catalyzed dehydration. |
Databáze: | OpenAIRE |
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