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钯催化的氰基联芳基与芳基硼酸的串联反应:5-亚芳基-7-芳基-5-二苯并[,]氮杂卓的合成

Palladium-Catalyzed Cascade Reaction of -Cyanobiaryls with Arylboronic Acids: Synthesis of 5-Arylidene-7-aryl-5-dibenzo[,]azepines.

作者信息

Yao Xinrong, Shao Yinlin, Hu Maolin, Xia Yuanzhi, Cheng Tianxing, Chen Jiuxi

机构信息

College of Chemistry & Materials Engineering , Wenzhou University , Wenzhou , Zhejiang 325035 , P. R. China.

出版信息

Org Lett. 2019 Oct 4;21(19):7697-7701. doi: 10.1021/acs.orglett.9b02351. Epub 2019 Aug 8.

Abstract

A palladium-catalyzed cascade reaction of 2'-acetyl-[1,1'-biphenyl]-2-carbonitriles with arylboronic acids is developed. This reaction affords a new class of seven-membered 5-arylidene-7-aryl-5-dibenzo[,]azepines with good functional group compatibility and selectivity. Reaction mechanistic study suggests that this transformation involves carbopalladation of nitrile and subsequent intramolecular cyclization followed by oxidative Heck coupling.

摘要

开发了一种钯催化的2'-乙酰基-[1,1'-联苯]-2-腈与芳基硼酸的串联反应。该反应提供了一类新型的七元5-亚芳基-7-芳基-5-二苯并[,]氮杂卓,具有良好的官能团兼容性和选择性。反应机理研究表明,这种转化涉及腈的碳钯化、随后的分子内环化以及氧化Heck偶联。

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