Reaction of some 4,6-dimethoxyindoles with nitric acid: Nitration and oxidative dimerisation
A range of 3-substituted-4,6-dimethoxyindoles bearing electron-withdrawing groups in either the 2- or 7-position, can be nitrated using nitric acid in acetonitrile, to give 7-nitro and 2-nitro-indoles, respectively. Those without electron-withdrawing groups undergo oxidative dimerisation at C7, if 2...
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| Main Authors: | , , |
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| Format: | Article |
| Published: |
2018
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| Online Access: | https://repository.li.mahidol.ac.th/handle/123456789/16381 |
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| Institution: | Mahidol University |
| Summary: | A range of 3-substituted-4,6-dimethoxyindoles bearing electron-withdrawing groups in either the 2- or 7-position, can be nitrated using nitric acid in acetonitrile, to give 7-nitro and 2-nitro-indoles, respectively. Those without electron-withdrawing groups undergo oxidative dimerisation at C7, if 2,3-disubstituted, and at C2, if N-methylated and unsubstituted at C2. Some 3-substituted-4,6-dimethoxyindoles can be nitrated using nitric acid in acetonitrile, to give 7-nitro and 2-nitro-indoles. Some undergo oxidative dimerisation at C7, if 2,3-disubstituted, and at C2, if N-methylated and unsubstituted at C2. © 2004 Elsevier Ltd. All rights reserved. |
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