Research output: Contribution to journal › Article
Aimee_indole_paper_version_18_revision_3_
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Journal | ACS Catalysis |
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Date | Accepted/In press - 13 Jun 2018 |
Date | Published (current) - 3 Aug 2018 |
Issue number | 8 |
Volume | 8 |
Number of pages | 7 |
Pages (from-to) | 6844-6850 |
Original language | English |
An efficient silver(I)-catalyzed method is reported for the synthesis of substituted indoles, most notably 5-hydroxy-derivatives, via π-acidic alkyne activation. Most methods for the preparation of indoles involve annulation of a benzene precursor, but the method reported herein is unusual in that pyrrole precursors are used. Density Functional Theory (DFT) studies suggest that these reactions proceed via initial activation of the pyrrole C-3 position before undergoing subsequent rearrangement, contradicting the conventional wisdom that pyrroles are more nucleophilic through C-2.
© 2018 American Chemical Society.
Project: Research project (funded) › Research
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