Direct synthesis of monofunctionalized indolizine derivatives bearing alkoxymethyl substituents at C-3 and their benzofused analogues

被引:68
作者
Kaloko, J [1 ]
Hayford, A [1 ]
机构
[1] E Carolina Univ, Thomas Harriot Coll Arts & Sci, Dept Chem, Greenville, NC 27858 USA
关键词
n;
D O I
10.1021/ol051860t
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of (Z)-2-pyridine and quinoline silylated vinylacetylenes at reflux with several alcohols in the presence of a suitable inorganic base (KOH, K2CO3, CsF, or KF) serendipitously gave 3-alkoxylmethylindolizines and the corresponding 1-alkoxymethylpyrrolo [1,2-a]quinolines and not the anticipated desilylated vinylacetylene derivatives. A mechanistic possibility for this unexpected chemical transformation is suggested.
引用
收藏
页码:4305 / 4308
页数:4
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