Palladium-Catalyzed Cascade Process Consisting of Isocyanide Insertion and Benzylic C(sp3)-H Activation: Concise Synthesis of Indole Derivatives

Palladium-Catalyzed Cascade Process Consisting of Isocyanide Insertion and Benzylic C(sp3)-H Activation: Concise Synthesis of Indole Derivatives
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DOI:
10.1021/ol302035j
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发表时间:
2012-08-17
期刊:
影响因子:
5.2
通讯作者:
Takemoto, Yoshiji
Takemoto, Yoshiji
中科院分区:
化学1区
文献类型:
--
作者:
Nanjo, Takeshi;Tsukano, Chihiro;Takemoto, Yoshiji

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吲哚骨架的合成是通过 Pd 催化级联过程实现的,该过程包括异氰化物插入和苄基 C(sp(3))-H 活化。研究发现,缓慢添加异氰化物可有效减少所需催化剂的用量,并且 Ad(2)P(n)Bu 是 C(sp(3))-H 活化的良好配体。四环咔唑骨架的构建也是通过钯催化的多米诺反应并结合炔烃插入来实现的。
Synthesis of the indole skeleton was achieved using a Pd-catalyzed cascade process consisting of isocyanide insertion and benzylic C(sp(3))-H activation. It was found that slow addition of isocyanide is effective for reducing the amount of catalyst needed and Ad(2)P(n)Bu is a good ligand for C(sp(3))-H activation. The construction of the tetracyclic carbazole skeleton was also achieved by a Pd-catalyzed domino reaction incorporating alkyne insertion.