Title
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On the importance of an acid additive in the synthesis of pyrido[1,2-a]benzimidazoles by direct copper-catalyzed amination
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Author
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Abstract
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Not just an acid! An expedient and highly modular synthesis of 6-, 7-, and 8-substituted pyrido[1,2-a]benzimidazoles (4) has been developed by a direct intramolecular C[BOND]H amination of N-phenylpyridin-2-amines (3). Efficient C[BOND]H amination of 3 could only be achieved in the presence of catalytic copper and an acid additive. The type of acid (pKa) proved to be crucial for the catalysis. C[BOND]Cl aminations in N-(2-chloroaryl)pyridin-2-amines allow access to 9-substituted pyrido[1,2-a]benzimidazoles. |
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Language
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English
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Source (journal)
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Chemistry: a European journal. - Weinheim
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Publication
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Weinheim
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2011
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ISSN
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0947-6539
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DOI
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10.1002/CHEM.201100574
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Volume/pages
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17
:23
(2011)
, p. 6315-6320
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ISI
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000292095800005
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Full text (Publisher's DOI)
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Full text (publisher's version - intranet only)
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