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在催化量氢氧化铯存在下,端炔与硒酚在N,N-二甲基甲酰胺(DMF)中、室温、氮气保护下,发生亲核加成反应,高收率、高立体选择性合成一系列(E)-1-芳硒基烯.反应机理为氢氧化铯与硒酚反应产生的芳硒化铯,随后对端炔进行亲核加成,形成的烯基负离子水解得到产物.这方法为不活泼端炔氢硒化提供了一条新的和简便途径.
In the presence of catalytic amount of cesium hydroxide, nucleophilic addition reaction of terminal alkyne with selenophene in N, N-dimethylformamide (DMF) at room temperature under the protection of nitrogen, high yield, high stereoselectivity A series of (E) -1-aryl selenophenes were synthesized, and the reaction mechanism was cesium arylselenide produced by the reaction of cesium hydroxide with selenophenol, followed by nucleophilic addition of terminal alkyne to form the product of the alkenyl anion hydrolysis. This method provides a new and easy way to selenide hydrogenation with inactive alkyne.