Multicomponent Oxyalkylation of Styrenes Enabled by Hydrogen-Bond-Assisted Photoinduced Electron Transfer

被引:164
作者
Tlahuext-Aca, Adrian [1 ]
Garza-Sanchez, R. Aleyda [1 ]
Glorius, Frank [1 ]
机构
[1] Westfal Wilhelms Univ Munster, NRW Grad Sch Chem, Inst Organ Chem, Correnstr 40, D-48149 Munster, Germany
关键词
alkyl radicals; decarboxylation; hydrogen bonding; oxyalkylation; photoredox catalysis; LIGHT PHOTOREDOX CATALYSIS; ARYL DIAZONIUM SALTS; ALPHA-AMINO-ACIDS; CARBOXYLIC-ACIDS; DECARBOXYLATIVE ALKYNYLATION; METAL-FREE; QUATERNARY CARBONS; ALKENES; RADICALS; REAGENTS;
D O I
10.1002/anie.201700049
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Herein, we disclose a strategy for the activation of N-(acyloxy)phthalimides towards photoinduced electron transfer through hydrogen bonding. This activation mode enables efficient access to C(sp(3))-centered radicals upon decarboxylation from bench-stable and readily available substrates. Moreover, we demonstrate that the formed alkyl radicals can be successfully employed in a novel redox-neutral method for constructing sp(3)-sp(3) bonds across styrene moieties that gives straightforward access to complex alcohol and ether scaffolds.
引用
收藏
页码:3708 / 3711
页数:4
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