Pd-catalyzed C4-Dearomative Allylation of Benzyl Ammoniums with Allyltributylstannane

Pd-catalyzed C4-Dearomative Allylation of Benzyl Ammoniums with Allyltributylstannane
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DOI:
10.1246/cl.200216
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发表时间:
2020-07-01
期刊:
影响因子:
1.6
通讯作者:
Yamaguchi, Junichiro
Yamaguchi, Junichiro
中科院分区:
化学4区
文献类型:
--
作者:
Kayashima, Yuki;Komatsuda, Masaaki;Yamaguchi, Junichiro

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研究了钯催化苄基铵与烯丙基三丁基锡烷的C4-烯丙基化反应。三芳基膦配位的钯催化剂能够裂解苄基C-N键,实现了C4选择性的简单脱芳反应。结合先前的苄胺衍生物的C2-和C3-选择性官能化,本反应可以为多取代脂环族化合物以及芳香族化合物的合成提供新的合成选择。
A dearomative C4-allylation of benzyl ammoniums with allyltributylstannane by a palladium catalysis is described. A triarylphosphine-ligated palladium catalyst, which is capable of cleaving benzylic C-N bonds, realized facile dearomative reactions with C4 selectivity. Combined with precedented C2-and C3-selective functionalizations of benzyl amine derivatives, the present reaction can provide a new synthetic option for the synthesis of multi-substituted alicyclic compounds as well as aromatic compounds.