Synthesis of <i>C</i> -Allenyl <i>o</i> -Carboranes through Copper(I)-Catalyzed Coupling Reaction of Ethynyl <i>o</i> -Carboranes with <i>N</i> -Tosylhydrazones

A synthetic method for <i>C</i>-allenyl <i>o</i>-carboranes was demonstrated using the coupling reaction of ethynyl <i>o</i>-carboranes with <i>N</i>-tosylhydrazones under copper(I) catalysis. This approach is significant because it achieved high yields despite the incorporation of carboranes with various substituents. Moreover, this work is notable in that it successfully synthesized not only disubstituted allenes but also trisubstituted allenes.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2026-01-02
DOI
https://doi.org/10.1021/acs.joc.5c02511
Primary Topic
Boron Compounds in Chemistry
Type
article
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article

Synthesis of C -Allenyl o -Carboranes through Copper(I)-Catalyzed Coupling Reaction of Ethynyl o -Carboranes with N -Tosylhydrazones

Phil Ho Lee, Hee Chan Noh, Euijae Lee, Yurim Park
The Journal of Organic Chemistry
Boron Compounds in Chemistry
article

Synthesis of C -Allenyl o -Carboranes through Copper(I)-Catalyzed Coupling Reaction of Ethynyl o -Carboranes with N -Tosylhydrazones

Phil Ho Lee, Hee Chan Noh, Euijae Lee, Yurim Park
article en

Abstract

A synthetic method for <i>C</i>-allenyl <i>o</i>-carboranes was demonstrated using the coupling reaction of ethynyl <i>o</i>-carboranes with <i>N</i>-tosylhydrazones under copper(I) catalysis. This approach is significant because it achieved high yields despite the incorporation of carboranes with various substituents. Moreover, this work is notable in that it successfully synthesized not only disubstituted allenes but also trisubstituted allenes.

The Journal of Organic ChemistryVol. 91(2)
Kangwon National University (KR)
Openalex Percentile: Top 99%
Boron Compounds in Chemistry
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