Visible Light-Initiated C(sp3)Br/C(sp3)H Functionalization of -Carbonyl Alkyl Bromides through Hydride Radical Shift

被引:69
|
作者
Li, Yang [1 ]
Liu, Bang [1 ]
Song, Ren-Jie [1 ]
Wang, Qiu-An [1 ]
Li, Jin-Heng [1 ,2 ]
机构
[1] Hunan Univ, Coll Chem & Chem Engn, State Key Lab Chemo Biosensing & Chemometr, Changsha 410082, Peoples R China
[2] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
关键词
alkyl bromides; enynes; hydride radical shift; polycyclic hydrocarbons; visible light; C-H FUNCTIONALIZATION; CROSS-COUPLING REACTIONS; PHOTOREDOX CATALYSIS; ELECTRON-TRANSFER; BOND FUNCTIONALIZATION; CYCLIZATION APPROACH; MEDIATED SYNTHESIS; ONE-POT; TRIFLUOROMETHYLATION; ALKENES;
D O I
10.1002/adsc.201501134
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A new visible light- initiated 1,5- hydride radical shift strategy has been developed to enable the one- step functionalization of both a C( sp3) Br bond and a C(sp3) H bond adjacent to the same carbon atom. This visible light photoredox catalysis offers a mild and straightforward access to diverse five- membered carbocyclic ring- fused polycyclic hydrocarbons with high turnover numbers (TONs; up to 4.93 x 103) and broad substrate scope.
引用
收藏
页码:1219 / 1228
页数:10
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