The high pressure reaction of cyclopropanes with indoles catalyzed by ytterbium triflate

被引:91
作者
Harrington, P [1 ]
Kerr, MA [1 ]
机构
[1] ACADIA UNIV,DEPT CHEM,WOLFVILLE,NS B0P 1X0,CANADA
关键词
D O I
10.1016/S0040-4039(97)01351-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A variety of 1,1-cyclopropane dicarboxylic acid esters were reacted with a selection of indoles under hyperbarric conditions. In the presence of Yb(OTf)(3) . 3H(2)O, smooth ring opening resulted in the formation of 4-indolyl dicarboxylic acid esters. Hydrolysis and decarboxylation resulted in the formation of the mono-acids. Nucleophilic attack occurred specifically at the more hindered position of the substituted cyclopropanes. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:5949 / 5952
页数:4
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