Gold(I)-Catalyzed Cascade Cyclization Reactions of Allenynes for the Synthesis of Fused Cyclopropanes and Acenaphthenes
Gold(I)-Catalyzed Cascade Cyclization Reactions of Allenynes for the Synthesis of Fused Cyclopropanes and Acenaphthenes
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DOI：
10.1002/anie.201903384
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发表时间：
2019-06-03
影响因子：
16.6
通讯作者：
Ohno, Hiroaki
中科院分区：
文献类型：
--
作者：
Ikeuchi, Takaya;Inuki, Shinsuke;Ohno, Hiroaki
在金催化下，苯并呋喃与联烯炔反应生成1-（1-萘基）环丙烯并[B]苯并呋喃衍生物，而1-联烯基-2-乙炔基-3-甲基苯衍生物在无苯并呋喃存在下的反应则以较高的产率生成苊。这些结果可以合理化的活化的联烯上的炔部分的亲核攻击，形成一个乙烯基阳离子中间体。
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.