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Copper‐Catalyzed 1,2,5‐Trifunctionalization of Terminal Alkynes Using SR as a Transient Directing Group for Radical Translocation

Copper‐Catalyzed 1,2,5‐Trifunctionalization of Terminal Alkynes Using SR as a Transient Directing... The first Cu‐catalyzed 1,2,5‐trifunctionalization of abundant terminal alkynes is realized by merging hydrogen atom transfer and traceless directing strategy with SR as a transient group, delivering highly functionalized aldehydes in moderate to excellent yields with broad substrate scope. The synthetic utility of this method was demonstrated by the gram‐scale reaction and downstream transformations of the resultant products. Given the high efficient installation of three different functional groups in a single reaction, it can serve as a very attractive method for rapidly assembling complex molecules from readily available starting materials. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Chinese Journal of Chemistry Wiley

Copper‐Catalyzed 1,2,5‐Trifunctionalization of Terminal Alkynes Using SR as a Transient Directing Group for Radical Translocation

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Publisher
Wiley
Copyright
© 2022 SIOC, CAS, Shanghai, & WILEY‐VCH GmbH
eISSN
1614-7065
DOI
10.1002/cjoc.202200092
Publisher site
See Article on Publisher Site

Abstract

The first Cu‐catalyzed 1,2,5‐trifunctionalization of abundant terminal alkynes is realized by merging hydrogen atom transfer and traceless directing strategy with SR as a transient group, delivering highly functionalized aldehydes in moderate to excellent yields with broad substrate scope. The synthetic utility of this method was demonstrated by the gram‐scale reaction and downstream transformations of the resultant products. Given the high efficient installation of three different functional groups in a single reaction, it can serve as a very attractive method for rapidly assembling complex molecules from readily available starting materials.

Journal

Chinese Journal of ChemistryWiley

Published: Jul 15, 2022

Keywords: Radical reaction; Alkyne; Trifunctionalization; Hydrogen atom transfer; Copper

References