Iron-Catalyzed C−O Bond Activation for the Synthesis of Propargyl-1,2,3-triazoles and 1,1-Bis-triazoles

The FeCl3-catalyzed triazole propargylation was developed. This transformation was suitable for a large scope of substituted propargyl alcohols, giving the corresponding propargyl triazoles in excellent yields (up to 96%). Further derivatization produced the 1,1-bis-triazoles in excellent yields and...

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Bibliographic Details
Published in:Organic letters 2010-08, Vol.12 (15), p.3308-3311
Main Authors: Yan, Wuming, Wang, Qiaoyi, Chen, Yunfeng, Petersen, Jeffrey L, Shi, Xiaodong
Format: Article
Language:English
Subjects:
Alkynes - chemistry
Catalysis
Chlorides - chemistry
Ferric Compounds - chemistry
Molecular Structure
Propanols - chemistry
Stereoisomerism
Triazoles - chemical synthesis
Triazoles - chemistry
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Summary:The FeCl3-catalyzed triazole propargylation was developed. This transformation was suitable for a large scope of substituted propargyl alcohols, giving the corresponding propargyl triazoles in excellent yields (up to 96%). Further derivatization produced the 1,1-bis-triazoles in excellent yields and regioselectivity, which could be applied as potential transition metal ligands or new reagents.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol101082v