Gold-Catalyzed Reactions between 2-Alkenyl-1-arylalkynes and Nitrones via 1,2-C,N-Difunctionalizations Together with the C═C Double Bond Cleavage

This work reports gold-catalyzed novel 1,2-C,N-difunctionalizations of 2-alkenyl-1-arylalkynes with nitrones, along with the C═C double bond cleavage of substrates. Our mechanistic analysis suggests that gold directs an initial attack of <i>N</i>-hydroxyaniline on such enynes, followed by a cascade reaction with one nitrone molecule before the C═C double bond cleavage.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-12-12
DOI
https://doi.org/10.1021/acs.joc.5c02769
Primary Topic
Catalytic Alkyne Reactions
Type
article
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article

Gold-Catalyzed Reactions between 2-Alkenyl-1-arylalkynes and Nitrones via 1,2-C,N-Difunctionalizations Together with the C═C Double Bond Cleavage

Vikas Ashokrao Sadaphal, Hsin‐Ru Wu, Rai‐Shung Liu
The Journal of Organic Chemistry
Catalytic Alkyne Reactions
article

Gold-Catalyzed Reactions between 2-Alkenyl-1-arylalkynes and Nitrones via 1,2-C,N-Difunctionalizations Together with the C═C Double Bond Cleavage

Vikas Ashokrao Sadaphal, Hsin‐Ru Wu, Rai‐Shung Liu
article en

Abstract

This work reports gold-catalyzed novel 1,2-C,N-difunctionalizations of 2-alkenyl-1-arylalkynes with nitrones, along with the C═C double bond cleavage of substrates. Our mechanistic analysis suggests that gold directs an initial attack of <i>N</i>-hydroxyaniline on such enynes, followed by a cascade reaction with one nitrone molecule before the C═C double bond cleavage.

The Journal of Organic ChemistryVol. 90(51)
ON Semiconductor (United States) (US), Semiconductor Research Corporation (US), National Tsing Hua University (TW)
Openalex Percentile: Top 70%
Catalytic Alkyne Reactions
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