Ikeuchi Takaya, Inuki Shinsuke, Oishi Shinya, Ohno Hiroaki
Graduate School of Pharmaceutical Sciences, Kyoto University, Sakyo-ku, Kyoto, 606-8501, Japan.
Angew Chem Int Ed Engl. 2019 Jun 3;58(23):7792-7796. doi: 10.1002/anie.201903384. Epub 2019 May 6.
A gold-catalyzed reaction of phenylene-tethered allenynes with benzofurans gave 1-(naphth-1-yl)cyclopropa[b]benzofuran derivatives, whereas the reaction of 1-allenyl-2-ethynyl-3-methylbenzene derivatives in the absence of benzofurans gave acenaphthenes in good yields. These results can be rationalized by nucleophilic attack of the alkyne moiety on an activated allene to form a vinyl cation intermediate.
亚苯基连接的联烯炔与苯并呋喃的金催化反应生成了1-(萘-1-基)环丙[a]苯并呋喃衍生物，而在没有苯并呋喃的情况下，1-烯丙基-2-乙炔基-3-甲基苯衍生物的反应以良好的产率生成了苊。这些结果可以通过炔基部分对活化的联烯进行亲核进攻以形成乙烯基阳离子中间体来解释。
