Cobalt-catalyzed radical cyclization of isocyanides forming phenanthridine derivatives

被引：16

作者：

Liu, Xiangyu ^{[1
]}

Wu, Chengjuan ^{[1
]}

Zhang, Jing ^{[1
]}

Shi, Yihan ^{[1
]}

Zhang, Shengnan ^{[1
]}

Geng, Yan ^{[2
]}

Tung, Chen-Ho ^{[1
]}

Wang, Wenguang ^{[1
]}

机构：

[1] Shandong Univ, Sch Chem & Chem Engn, Minist Educ, Key Lab Colloid & Interface Chem, 27 South Shanda Rd, Jinan 250100, Shandong, Peoples R China

[2] Shandong Normal Univ, Coll Chem Chem Engn & Mat Sci, Jinan 250014, Shandong, Peoples R China

来源：

ORGANIC CHEMISTRY FRONTIERS | 2018年 / 5卷 / 20期

基金：

中国国家自然科学基金;

关键词：

C BOND FORMATION; TRANSITION-METAL-FREE; OXIDATIVE CYCLIZATION; BIPHENYL ISOCYANIDES; EFFICIENT SYNTHESIS; N-ARYLACRYLAMIDES; ARYL ISONITRILES; CARBENE RADICALS; H BOND; 2-ISOCYANOBIPHENYLS;

D O I：

10.1039/c8qo00887f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A neutral cobalt(ii) compound Cp*Co(1,2-Ph2PC6H4S) (1, Cp* = Me5C5-) catalyzes the radical cyclization of 2-isocyano-biphenyls with alkyl halides, providing a variety of 6-substituted phenanthridines and phenanthridine-fused polycyclic compounds in good to excellent yields. The mild reaction conditions allow the catalysis to tolerate various alkyl halides for scaled-up syntheses. Polycyclic compounds with a 6-ethylpropanoate group at the C6 position can be hydrolyzed to provide the 6-ethyl substituted N-heterocycles, which exhibit useful emission properties upon protonation.

引用

页码：2997 / 3002

页数：6

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