A one-pot access to cycloalkano[1,2-a]indoles through an intramolecular alkyl migration reaction in indolylborates |
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Authors: | Minoru Ishikura Wataru Ida |
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Affiliation: | a Faculty of Pharmaceutical Sciences, Health Sciences University of Hokkaido, Ishikari-Tobetsu, Hokkaido 061-0293, Japan b Faculty of Pharmaceutical Sciences, Setsunan University, 45-1, Nagatoge-Cho, Hirakata, Osaka 573-0101, Japan |
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Abstract: | A novel one-pot protocol for the preparation of cycloalkano[1,2-a]indoles by way of an intramolecular alkyl migration reaction in cyclic indolylborates is described. NaOMe was found to act as a successful trialkylboryl-protecting group against to the lithiation at the C2 of the indole ring. Treatment of cyclic indolylborates with electrophiles produced cycloalkano-[1,2-a]indoles. |
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Keywords: | Cyclic indolylborate Hydroboration Intramolecular alkyl migration [a]-Annelated indoles |
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