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Synlett 2004(13): 2394-2396
DOI: 10.1055/s-2004-832836
DOI: 10.1055/s-2004-832836
LETTER
© Georg Thieme Verlag Stuttgart · New York
Cesium Carbonate Promoted N-Alkylation of Indoles
Further Information
Received
24 April 2004
Publication Date:
24 September 2004 (online)
Publication History
Publication Date:
24 September 2004 (online)
Abstract
The N-alkylation of indoles with alkyl halides and epoxides, using cesium carbonate as the base in DMPU, is reported.
Key words
cesium carbonate - indoles - alkylation - epoxides - alkyl halides
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References
Using n-butyllithium as the base in THF as in ref. 2 resulted in a slow but clean conversion to product (24% conversion at reflux for 18 h). However, if DMPU was used as solvent, then the product was formed at r.t. over 48 h.
12The products exhibited satisfactory 1H NMR spectra.