Nickel-catalyzed regioselective hydroalkynylation of styrenes: improved catalyst system, reaction scope, and mechanism.
Nickel-catalyzed regioselective hydroalkynylation of styrenes: improved catalyst system, reaction scope, and mechanism.
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DOI：
10.1021/ol802475h
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发表时间：
2009-01
期刊：
影响因子：
5.2
通讯作者：
Masamichi Shirakura;M. Suginome
中科院分区：
文献类型：
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作者：
Masamichi Shirakura;M. Suginome
三异丙基硅基乙炔的sp-C-H键在含官能团苯乙烯的碳-碳双键上的加成在室温下以3mol %的Ni(cod)(2)和PMePh(2)配体存在下有效进行。在苯乙烯的氢炔化反应中使用2-氘-三异丙基硅基乙炔导致氘在回收苯乙烯的β -位置上的区域选择性结合，同时氘在产物甲基上的区域选择性引入。
Addition of the sp-C-H bond of triisopropylsilylacetylene to the carbon-carbon double bonds of styrenes bearing functional groups proceeded efficiently at room temperature in the presence of 3 mol % of Ni(cod)(2) with a PMePh(2) ligand. Use of 2-deuteriotriisopropylsilylacetylene in the hydroalkynylation of styrenes resulted in regioselective incorporation of deuterium into the beta-positions of recovered styrenes, along with its regioselective introduction into the product's methyl group.