Cyclization Reactions of Homopropargyl Azide Derivatives Catalyzed by PtCl4 in Ethanol Solution:  Synthesis of Functionalized Pyrrole Derivatives

PtCl4-catalyzed cyclization reactions of homopropargyl azide derivatives to pyrrole rings were investigated. Using ethanol as solvent with 2,6-di-tert-butyl-4-methylpyridine as the base was found to be the best set of conditions for effecting this ring-closing reaction. These reaction conditions can...

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Bibliographic Details
Published in:Organic letters 2006-11, Vol.8 (23), p.5349-5352
Main Authors: Hiroya, Kou, Matsumoto, Shigemitsu, Ashikawa, Masayasu, Ogiwara, Kentaro, Sakamoto, Takao
Format: Article
Language:English
Subjects:
Azides - chemistry
Catalysis
Cyclization
Ethanol - chemistry
Molecular Structure
Platinum Compounds - chemistry
Pyrroles - chemistry
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Summary:PtCl4-catalyzed cyclization reactions of homopropargyl azide derivatives to pyrrole rings were investigated. Using ethanol as solvent with 2,6-di-tert-butyl-4-methylpyridine as the base was found to be the best set of conditions for effecting this ring-closing reaction. These reaction conditions can be applied to the preparation of functionalized pyrrole derivatives, with no effect on the functional groups.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol062249c