Application of organoselenides in the Suzuki, Negishi, Sonogashira and Kumada cross-coupling reactions

Chemical Communications : Chem Comm
A L SteinG Zeni

Abstract

We reported herein the regio- and stereoselective palladium-catalyzed cross-coupling reactions of unsaturated organoselenides with Sonogashira, Suzuki, Negishi and Kumada partners. The reactions were in general carried out with Pd(PPh3)4 (10 mol%), in DMF at 80 °C to afford the cross-coupling products in good yields. This strategy tolerated a wide range of substrates, such as alkynyl, vinyl, aryl and heteroaryl selenides with a variety of sensitive functional groups and gave the cross-coupling products in good yields.

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Citations

Nov 25, 2016·Organic & Biomolecular Chemistry·Denis KoziakovAxel Jacobi von Wangelin
Jul 8, 2017·Beilstein Journal of Organic Chemistry·Adrián A Heredia, Alicia B Peñéñory
Feb 11, 2020·Chemistry : a European Journal·Jin WangXiaodong Shi
Apr 16, 2019·Chemistry : a European Journal·Felipe L CoelhoPaulo H Schneider
Dec 17, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Paola S HellwigEder J Lenardão
Apr 17, 2021·Canadian Journal of Physiology and Pharmacology·Luiza S MarquesCristina W Nogueira
Oct 8, 2019·The Journal of Organic Chemistry·Tales A C GoulartGilson Zeni
Aug 29, 2019·ACS Omega·Mala SinghVinod K Tiwari
Apr 30, 2020·The Journal of Organic Chemistry·Kamila Kayser CasolaGilson Zeni

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