Efficient Pd-Catalyzed Coupling of Tautomerizable Heterocycles with Terminal Alkynes via C-OH Bond Activation Using PyBrOP

被引:46
|
作者
Shi, Ce [1 ]
Aldrich, Courtney C. [1 ]
机构
[1] Univ Minnesota, Ctr Drug Design, Acad Hlth Ctr, Minneapolis, MN 55455 USA
关键词
COPPER-FREE; SIDEROPHORE BIOSYNTHESIS; SONOGASHIRA REACTIONS; DIRECT ARYLATION; ARYL CHLORIDES; BORONIC ACIDS; BROMIDES; FUNCTIONALIZATION; NUCLEOSIDES; INHIBITION;
D O I
10.1021/ol100657n
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The direct alkynylation of tautomerizable heterocycles is described via a two-step process involving in situ C OH activation with bromotripyrrolidinophosphonium hexafluorophosphate (PyBrOP) followed by Sonogashira coupling with a wide range of alkyl or aryl terminal alkynes using a copper-free system employing PdCl2(CH3CN)(2) and 2-(dicyclohexylphosphino)biphenyl.
引用
收藏
页码:2286 / 2289
页数:4
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