Co(acac)2/O2-Mediated Oxidative Isocyanide Insertion with 2-Aryl Anilines: Efficient Synthesis of 6-Amino Phenanthridine Derivatives
Tong-Hao Zhu , Shun-Yi Wang *(汪顺义), Yang-Qing Tao , Tian-Qi Wei , and Shun-Jun Ji *(纪顺俊)
Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, China
Org. Lett. 2014, 16, 1260–1263
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.
链接: //pubs.acs.org/doi/abs/10.1021/ol500286x