Gold(I)‐Catalyzed Cascade Cyclization Reactions of Allenynes for the Synthesis of Fused Cyclopropanes and Acenaphthenes
作者:Takaya Ikeuchi、Shinsuke Inuki、Shinya Oishi、Hiroaki Ohno
DOI:10.1002/anie.201903384
日期:2019.6.3
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
亚苯基拴链的烯炔与苯并呋喃的金催化反应产生了1-(萘-1-基)环丙烷[ b ]苯并呋喃衍生物,而苯并呋喃不存在时1-烯基-2-乙炔基-3-甲基苯衍生物的反应以高收率得到啶。这些结果可以通过炔基部分在活化的丙二烯上的亲核攻击以形成乙烯基阳离子中间体来合理化。