Dual Cobalt and Photoredox Catalysis Enabled Redox-Neutral Annulation of 2-Propynolphenols

被引:21
|
作者
Zhu, Yao [1 ]
He, Yong-Qin [2 ]
Tian, Wan-Fa [1 ]
Wang, Mei [1 ]
Zhou, Zhao-Zhao [3 ]
Song, Xian-Rong [1 ]
Ding, Hai-Xin [1 ]
Xiao, Qiang [1 ]
机构
[1] Jiangxi Sci & Technol Normal Univ, Inst Organ Chem, Key Lab Organ Chem, Nanchang 330013, Jiangxi, Peoples R China
[2] Nanchang Univ, Sch Pharmaceut Sci, Nanchang 330006, Jiangxi, Peoples R China
[3] Nanchang Normal Univ, Dept Chem, Nanchang, Jiangxi, Peoples R China
基金
中国国家自然科学基金;
关键词
Photoredox catalysis; cobalt; hydrogen atom transfer (HAT); redox-neutral; 2-propynolphenols; BIOACTIVE BENZOFURAN DERIVATIVES; UNACTIVATED OLEFINS; ALKENES; HYDROAMINATION; CYCLIZATION; FE; CO; HYDROALKOXYLATION; HYDROGENATION; HETEROCYCLES;
D O I
10.1002/adsc.202100221
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A hydroxyl-assisted, organophotoredox/cobalt dual catalyzed annulation of 2-propynolphenols to form 2-hydroxymethyl-benzo[b]furans was developed by employing 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene (4CzIPN) as photosensitizer and CoCl2(PPh3)(2)/5,5 '-dimethyl-2,2 '-bipyridine as cobalt catalytic precursor. Various substrates and functional groups were tolerated. The practical applications of this reaction were further demonstrated by enlarged gram-scale and various derivations for complex heterocycles. Primary mechanistic studies suggested the involvement of cobalt-hydride mediated hydrogen atom transfer (HAT) process.
引用
收藏
页码:3372 / 3377
页数:6
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