5-Endo-dig electrophilic cyclization of 1,4-disubstituted but-3-yn-1-ones:: Regiocontrolled synthesis of 2,5-disubstituted 3-bromo- and 3-iodofurans

被引:167
|
作者
Sniady, A
Wheeler, KA
Dembinski, R
机构
[1] Oakland Univ, Dept Chem, Rochester, MI 48309 USA
[2] Delaware State Univ, Dept Chem, Sagamiko, Kanagawa 19901, Japan
关键词
D O I
10.1021/ol050372i
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
5-Endo-digelectrophilic cyclization of 1,4-diaryl but-3-yn-1-ones with N-bromosuccinimide or N-iodosuccinimide/acetone and iodine monochloride/ CH2CL2, at room temperature, in the absence of base, provides 3-halo-2,5-diarylfurans with excellent regiocontrol and high yields (81-94%).
引用
收藏
页码:1769 / 1772
页数:4
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