偕胺肟与偶氮二异丁腈的区域选择性远程 C5 氰基烷氧基化和氰基烷基化反应。
Regioselective remote C5 cyanoalkoxylation and cyanoalkylation of 8-aminoquinolines with azobisisobutyronitrile.
机构信息
Department of Organic Chemistry, College of Chemistry, Jilin University, Jiefang Road 2519, Changchun, 130023, China.
Laboratory of Theoretical and Computational Chemistry, Institute of Theoretical Chemistry, College of Chemistry, Jilin University, Changchun, 130023, China.
出版信息
Chem Commun (Camb). 2020 Aug 19;56(66):9529-9532. doi: 10.1039/d0cc00014k.
The efficient regioselective C-H cyanoalkoxylation and cyanoalkylation of 8-aminoquinoline derivatives at the C5 position have been achieved under O2 and N2 atmospheres, respectively. Using 2,2'-azobisisobutyronitrile (AIBN) as a radical precursor, the protocols afforded the corresponding products in moderate to good yields with broad substrate generality through Cu(OAc)2 or NiSO4 catalysis. Furthermore, the single electron transfer (SET) mechanism was proposed via a radical coupling pathway.
在 O2 和 N2 气氛下，分别实现了 8-氨基喹啉衍生物 C5 位的高效区域选择性 C-H 氰基烷氧基化和氰基烷基化。使用 2,2'-偶氮二异丁腈 (AIBN) 作为自由基前体，通过 Cu(OAc)2 或 NiSO4 催化，在温和至良好的产率下，通过自由基偶联途径，通过单电子转移 (SET) 机制，得到了具有广泛底物通用性的相应产物。
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