A synthetic entry to furo[2,3-b]pyridin-4(1H)-ones and related furoquinolinones via iodocyclization

被引:52
作者
Aillaud, I
Bossharth, E
Conreaux, D
Desbordes, P
Monteiro, N
Balme, G
机构
[1] Univ Lyon 1, CNRS, UMR 5181, Lab Synthese Organomet & Mol Bioact,ESCPE Lyon, F-69622 Villeurbanne, France
[2] Bayer CropSci, F-69623 Lyon 09, France
关键词
D O I
10.1021/ol053048w
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N-Methyl-4-alkoxy-3-alkynylpyridin-2(1H)-ones readily undergo iodine-promoted 5-endo-heteroannulation under mild conditions to 3-iodofuropyridinium triiodide salts in moderate to good yields. The latter may be dealkylated in situ upon exposure to an iodide anion to provide the corresponding 3-iodofuro[2,3-b]pyridin-4(1H)-ones. The same strategy applies to the formation of furo[2,3-b]quinolin-4(9H)-ones.
引用
收藏
页码:1113 / 1116
页数:4
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