| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5281941 | Tetrahedron Letters | 2008 | 4 Pages |
Abstract
Regioisomeric analogues of gramine, 5-(dialkylaminomethyl)indole-2-carboxylates were prepared by the Fischer indolization of 4-(dialkylaminomethyl)phenylhydrazones easily obtained from diazotized 4-(dialkylaminomethyl)anilines by the Japp-Klingemann reaction. These formal Mannich bases are valuable synthetic intermediates affording 5-(chloromethyl)indoles on reaction with acetyl chloride at rt within a few minutes in quantitative yields.
Graphical abstractRegioisomeric analogues of gramine were prepared by Fischer synthesis and converted to (chloromethyl)indoles under mild conditions.Download full-size image
Related Topics
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Authors
Béla Pete,