Novel tunable CuX2-mediated cyclization reaction of cyclopropylideneacetic acids and esters for the facile synthesis of 4-halomethyl-2(5H)-furanones and 4-halo-5,6-dihydro-2H-pyran-2-ones

被引:62
作者
Huang, X
Zhou, HW
机构
[1] Zhejiang Univ, Dept Chem, Hangzhou 310028, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Oganomet Chem, Shanghai 200032, Peoples R China
关键词
D O I
10.1021/ol026911q
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] A mixture of cyclopropylideneacetic acids (or esters) and CuBr2 (or Cul/l(2)) in aqueous acetonitrile afforded 4-substituted 2(5H)-furanones or 3,4-substituted 5,6-dihydro-2H-pyran-2-ones in moderate to good yields. The selectivity of the reaction greatly depended on the reaction temperature.
引用
收藏
页码:4419 / 4422
页数:4
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