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

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 06期

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.

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页码：1113 / 1116

页数：4

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