Copper-catalyzed Z-selective semihydrogenation of alkynes with hydrosilane: a convenient approach to cis-alkenes

Wang, Guang-Hui; Bin, Huai-Yu; Sun, Miao; Chen, Shu-Wei; Liu, Ji-Hong; Zhong, Chong-Min

Copper-catalyzed Z-selective semihydrogenation of alkynes with hydrosilane: a convenient approach to cis-alkenes

2014

A copper catalyst generated in situ from widely available copper salt and imidazolium salt in the presence of t-BuOK showed high efficiency for the semihydrogenation of a wide range of internal and terminal alkynes to their corresponding alkenes without obvious over-reduction. Functional groups, such as hydroxyl, nitro, halides, and amino, etc. were tolerated. The Z/E ratios of the obtained alkenes were generally >99%. Finally, semireduction of bulky alkynes also went smoothly.

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AGROVOC Keywords

catalysts chemical reactions chemical structure halides

Bibliographic information

Published in

Tetrahedron

ISSN 0040-4020

Publisher

American Institute of Nutrition

Other Subjects

Biefdnuerokzra-khpplwfesa-n; Iahcirbkfcopee-yweyniojsa-n; Semihydrogenation of alkynes; Zijwgehovhjhkb-fplpwbnlsa-n; Zxmzafmngmmufa-iwqzzhsrsa-n; Prbhegafldmlal-xqrvvysfsa-n; Oracydgvnjgdmi-qxmhvhedsa-n; Cis-alkenes; Zhlwcpcolrscpk-xffzjagnsa-n; Dbejpqqgemwgre-uhfffaoysa-n; Copper catalyst; Djrchibwbvzsiy-yweyniojsa-n; Yjhfftjtktxwke-ktkrtigzsa-n; Lqavwymtumsfbe-uhfffaoysa-n; Inqsgmfxagsipb-uphrsurjsa-n; Ppbrxryqalvlmv-uhfffaoysa-n; Ssloccvnusyuix-ktkrtigzsa-n; Rypkralmxuunks-hyxafxhysa-n; Alkenes; Hvxbolulgpechp-waywqwqtsa-n; Xothqgaitapulx-ktkrtigzsa-n; Dlsybkfktwxzmu-uhfffaoysa-n; N-heterocyclic carbene; Alhvipkrsnamov-uhfffaoysa-n; Vsmanslttpnsmb-uhfffaoysa-n; Alkynes; Sdrzfspcvyejtp-uhfffaoysa-n; Pjanxhgtpqobst-qxmhvhedsa-n; Qvlmueoxqbupah-srevyhepsa-n; Lftulpavnudilj-daxskmnvsa-n; Qrogifzrvhsflm-kxfigugusa-n; Dleirqmiyduvby-uphrsurjsa-n; Joqdecuzgnuqqy-owbhpgmisa-n; Hydrosilane; Hfmhvoctlzmpry-uphrsurjsa-n; Ooccdemitaiztp-daxskmnvsa-n

Language

English

Type

Text; Journal Article

In AGRIS since: 2024-02-29

Format: MODS

Data Provider

This bibliographic record has been provided by National Agricultural Library

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Links

DOI http://dx.doi.org/10.1016/j.tet.2014.01.053

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