An enyne cycloisomerization/[5+1] reaction sequence to synthesize tetrahydroisoquinolinones from enyne-enes and CO

An enyne cycloisomerization/[5+1] reaction sequence to synthesize tetrahydroisoquinolinones from enyne-enes and CO
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由烯炔和 CO 合成四氢异喹啉酮的烯炔环异构化/[5 1]反应序列

DOI:
10.1039/c6cc09925d
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发表时间:
2017-02-14
影响因子:
4.9
通讯作者:
Yu,Zhi-Xiang
Yu,Zhi-Xiang
中科院分区:
化学2区
文献类型:
--
作者:
Zhuang,Zhe;Li,Chen-Long;Yu,Zhi-Xiang

文献摘要

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以直链烯烃和CO为原料,建立了烯炔环异构化/[5+1]反应序列,合成了四氢异喹诺酮类化合物。第一步是金(I)催化的烯炔环异构化反应,生成六元环稠合乙烯基环丙烷。第二步是Rh(I)催化的乙烯基环丙烷与CO的[5+1]反应。这种两步反应也可以在一锅中进行,而不分离从该序列的第一步产生的环异构化产物。
An enyne cycloisomerization/[5+1] reaction sequence was developed to synthesize tetrahydroisoquinolinones from linear enyne-enes and CO. The first step is a gold(I)-catalyzed enyne cycloisomerization, generating six-membered-ring-fused vinylcyclopropanes. The second step is a rhodium(I)-catalyzed [5+1] reaction of vinylcyclopropanes with CO. This two-step reaction could also be carried out in one-pot without isolating the cycloisomerization product generated from the first step of this sequence.