Copper-catalyzed trans-carbohalogenation of terminal alkynes with functionalized tertiary alkyl halides

Organic Letters
Chao CheGangguo Zhu

Abstract

A highly trans-selective Cu-catalyzed carbohalogenation including carbobromination, carboiodination, and carbochlorination of terminal alkynes with activated tertiary alkyl halides has been realized, providing quaternary-carbon-containing alkenyl halides in good yields with excellent regio- and stereoselectivity. Meanwhile, an unprecedented alkyne trans-carboalkynylation process has been achieved via the tandem trans-carbohalogenation/Sonogashira coupling reaction, which furnishes highly functionalized 1,3-enynes in a single chemical transformation.

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Citations

Oct 22, 2016·Chemistry : a European Journal·Elin StridfeldtBerit Olofsson
Jul 7, 2018·Chemistry, an Asian Journal·Xuan-Hui OuyangJin-Heng Li
Apr 5, 2019·Chemical Communications : Chem Comm·Weiya PuYunhe Lv
Dec 19, 2019·Chemical Communications : Chem Comm·Jian LeiXiaolan Xie

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