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Gold-Catalyzed Redox Synthesis of ImidazoACHTUNGTRENUNG[ 1,2-a] pyridines using Pyridine N- Oxide and Alkynes
被引:65
|作者:
Talbot, Eric P. A.
[1
,2
]
Richardson, Melodie
[1
]
McKenna, Jeffrey M.
[1
]
Toste, F. Dean
[2
]
机构:
[1] Novartis Inst Biomed Res, Horsham RH12 5AB, W Sussex, England
[2] Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
关键词:
alkynes;
atom economy;
gold;
imidazo[1;
2-a]pyridines;
pyridine N-oxides;
redox reaction;
ONE-POT SYNTHESIS;
ORGANIC-SYNTHESIS;
AZOMETHINE YLIDES;
ANTIVIRAL AGENTS;
2-AMINOPYRIDINES;
3-COMPONENT;
CASCADE;
CYCLOISOMERIZATION;
REARRANGEMENTS;
CYCLOADDITION;
D O I:
10.1002/adsc.201300996
中图分类号:
O69 [应用化学];
学科分类号:
081704 ;
摘要:
A mild, catalytic, atom economical synthesis of imidazo[1,2-a]pyridines has been developed: catalytic dichloro(2-pyridinecarboxylato)gold [PicAuCl(2)] in the presence of an acid produces a range of imidazo[1,2-a]pyridines in good yields starting from alkynes and 2-aminopyridine N-oxides. This strategy is mild and foreseen to be of particular use for the installation of stereogenic centers adjacent to the imidazo[1,2-a]pyridine ring without loss of enantiomeric excess.
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页码:687 / 691
页数:5
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