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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.
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页码:2286 / 2289
页数:4
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