Co(acac)2/O2 介导的氧化异氰化物插入 2-芳基苯胺：6-氨基菲啶衍生物的高效合成。

Co(acac)2/O2-mediated oxidative isocyanide insertion with 2-aryl anilines: efficient synthesis of 6-amino phenanthridine derivatives.

机构信息

Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University , Suzhou 215123, China.

出版信息

Org Lett. 2014 Feb 21;16(4):1260-3. doi: 10.1021/ol500286x. Epub 2014 Feb 7.

DOI:10.1021/ol500286x

PMID:24506323

Abstract

A novel and efficient protocol for the creation of 6-amino phenanthridine derivatives by Co(acac)2-catalyzed isocyanide insertion with 2-aryl anilines under an O2 atmosphere via homolytic aromatic substitution (HAS) type C-H functionalization has been developed. This reaction not only proceeds smoothly utilizing O2 as the oxidant but also provides a new approach to construct phenanthridine derivatives utilizing readily available 2-aryl anilines with isocyanides instead of 2-isocyanobiaryls with different radical precursors.

摘要

一种新颖、高效的方法，通过 Co(acac)2 催化异氰化物插入 2-芳基苯胺，在氧气氛围下通过均裂芳香取代（HAS）型 C-H 官能化，生成 6-氨基菲啶衍生物。该反应不仅以氧气作为氧化剂，反应平稳进行，而且为利用易得的 2-芳基苯胺和异氰化物代替不同自由基前体的 2-异氰基联苯，构建菲啶衍生物提供了一种新途径。