Copper-catalyzed Z-selective semihydrogenation of alkynes with hydrosilane: a convenient approach to cis-alkenes
2014
Wang, Guang-Hui | Bin, Huai-Yu | Sun, Miao | Chen, Shu-Wei | Liu, Ji-Hong | Zhong, Chong-Min
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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