Palladium-catalyzed synthesis of N-aryl-2-benzylindolines via tandem arylation of 2-allylaniline:: Control of selectivity through in situ catalyst modification

Palladium-catalyzed synthesis of N-aryl-2-benzylindolines via tandem arylation of 2-allylaniline:: Control of selectivity through in situ catalyst modification
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DOI:
10.1021/ja0460920
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发表时间:
2004-11-03
影响因子:
15
通讯作者:
Wolfe, JP
Wolfe, JP
中科院分区:
化学1区
文献类型:
--
作者:
Lira, R;Wolfe, JP

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报道了由2-烯丙基苯胺和两种不同的芳基溴化物合成N-芳基-2-苯基吲哚的新方法。这种转化涉及两个不同的顺序金属催化反应,导致在一锅法中形成两个C−N键和一个C−C键。在这些反应中选择性地安装两个不同的芳基是通过在添加第二芳基溴之前对钯催化剂进行原位修饰来完成的。
A new synthesis ofN-aryl-2-benzylindolines from 2-allylanilines and two different aryl bromides is described. This transformation involves two different sequential metal-catalyzed reactions that lead to the formation of two C−N bonds and one C−C bond in a one-pot process. The selective installation of two different aryl groups in these reactions is accomplished by in situ modification of the palladium catalyst prior to addition of the second aryl bromide.