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.
引用
收藏
页码:687 / 691
页数:5
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