Novel Synthesis of a New Skeletal Compound Benzonaphthazepine by Regioselective C-H Activation Utilizing the Intramolecular Coordination of an Amine to Pd
Novel Synthesis of a New Skeletal Compound Benzonaphthazepine by Regioselective C-H Activation Utilizing the Intramolecular Coordination of an Amine to Pd
复制标题
利用胺与 Pd 的分子内配位通过区域选择性 C-H 激活新合成新骨架化合物苯并氮杂卓
DOI：
10.1055/s-2004-822371
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发表时间：
2004
期刊：
影响因子：
--
通讯作者：
Y. Takeuchi
中科院分区：
文献类型：
--
作者：
T. Harayama;Tomonori Sato;A. Hori;H. Abe;Y. Takeuchi
描述了用钯试剂从N-溴苄基萘胺合成新骨架化合物苯并萘氮杂卓的新方法。在N-溴苄基萘胺与钯试剂的联芳基偶联反应中，苄基氨基与钯的分子内配位导致萘环上相对于胺基的邻位C-H区域选择性活化，以良好的产率生成苯并萘氮杂卓。萘环上C7取代基的体积影响联芳基偶联反应的区域选择性。
The novel synthesis of a new skeletal compound, benzonaphthazepine, from N-bromobenzylnaphthylamine using a Pd reagent is described. In the biaryl coupling reaction of N-bromobenzylnaphthylamine using a Pd reagent, the intramolecular coordination of the benzylamino group to Pd causes regioselective C-H activation at the peri position relative to the amine group on the naphthalene ring, producing benzonaphthazepine in good to excellent yield The bulkiness of the substituent at C 7 on the naphthalene ring affects the regioselectivity of the biaryl coupling reaction.