Regioselective Synthesis of 3-Alkylindoles Mediated by Zinc Triflate
Zinc triflate was found to be an effective reagent for the C3-alkylation of indoles by alkyl halides in the presence of Hünig's base and tetrabutylammonium iodide. This new method for indole alkylation proceeds by a SN1-like pathway, and is general for allylic, benzylic, and tertiary halides.
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Published in | Journal of organic chemistry Vol. 67; no. 8; pp. 2705 - 2708 |
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Main Authors | , |
Format | Journal Article |
Language | English |
Published |
WASHINGTON
American Chemical Society
19.04.2002
Amer Chemical Soc |
Subjects | |
Online Access | Get full text |
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Summary: | Zinc triflate was found to be an effective reagent for the C3-alkylation of indoles by alkyl halides in the presence of Hünig's base and tetrabutylammonium iodide. This new method for indole alkylation proceeds by a SN1-like pathway, and is general for allylic, benzylic, and tertiary halides. |
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Bibliography: | istex:8DAC33CEB89A30CC42DFE8BFF0649AB93652BFF5 ark:/67375/TPS-T3DM30TS-4 ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 |
ISSN: | 0022-3263 1520-6904 |
DOI: | 10.1021/jo010996b |