FeCl3·6H2O‑Catalyzed Alkenylation of Indoles with Aldehydes

FeCl3·6H2O-catalyzed efficient C3-alkenylation of indoles was realized through the condensation of aldehydes and indole derivatives in the presence of 2 equiv of ethanol at ambient temperature, forming 3-vinylindoles in up to 93% yields. Ethanol promoted formation of the desired products. An obvious...

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Bibliographic Details
Published in:Journal of organic chemistry 2012-09, Vol.77 (18), p.8355-8361
Main Authors: Yang, Qin, Wang, Liandi, Guo, Tenglong, Yu, Zhengkun
Format: Article
Language:English
Subjects:
Aldehydes - chemistry
Alkylation
Catalysis
Chemistry
Chlorides - chemistry
Exact sciences and technology
Ferric Compounds - chemistry
Heterocyclic compounds
Heterocyclic compounds with only one n hetero atom and condensed derivatives
Indoles - chemistry
Molecular Structure
Organic chemistry
Preparations and properties
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Summary:FeCl3·6H2O-catalyzed efficient C3-alkenylation of indoles was realized through the condensation of aldehydes and indole derivatives in the presence of 2 equiv of ethanol at ambient temperature, forming 3-vinylindoles in up to 93% yields. Ethanol promoted formation of the desired products. An obvious solvent effect was observed, and bisindoles were identified as the reaction intermediates.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo301416s