Synthetic Applications of Azolium Ylides to a Traceless Solid-Phase Synthesis of 2-Substituted Azoles

A new approach for the preparation of 2-substituted azole libraries using a polystyrene-carbamyl chloride resin in a traceless fashion is described. Azole substrates II are assembled in a one-pot condensation reaction of azoles and aldehydes with a resin-bound carbamyl chloride. Treatment of the azo...

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Bibliographic Details
Published inOrganic letters Vol. 4; no. 23; pp. 4017 - 4020
Main Authors Deng, Yijun, Hlasta, Dennis J
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 14.11.2002
Amer Chemical Soc
Subjects
Azoles - chemical synthesis
Azoles - chemistry
Chemistry
Chemistry, Organic
Indicators and Reagents
Models, Molecular
Molecular Conformation
Physical Sciences
Science & Technology
COMBINATORIAL SYNTHESIS
LIBRARY GENERATION
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Summary:A new approach for the preparation of 2-substituted azole libraries using a polystyrene-carbamyl chloride resin in a traceless fashion is described. Azole substrates II are assembled in a one-pot condensation reaction of azoles and aldehydes with a resin-bound carbamyl chloride. Treatment of the azolyl-carbamate II with boron trifluoride etherate under thermal or microwave-assisted solvolysis conditions afforded 2-substituted azoles.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1523-7060
1523-7052
DOI:10.1021/ol0266727