Unexpected thorpe reaction of an α-alkoxynitrile

被引：2

作者：

Kovács, L ^{[1
]}

机构：

[1] Univ Szeged, Dept Med Chem, H-6720 Szeged, Hungary

来源：

MOLECULES | 2000年 / 5卷 / 02期

关键词：

Thorpe reaction; self-condensation;

D O I：

10.3390/50200127

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

alpha-Alkoxynitrile 1 in the presence of tris(methylthio) methyllithium 2 at -78 degrees C gave the dimer 5 instead of the expected Ci-elongated product 3. The formation of compound 5 is explained in terms of anion formation and self-condensation, a variant of the Thorpe reaction. Scrutinizing the H-1 NMR spectra revealed that the enamine tautomer 5b is predominant over the imine 5a in the solvents investigated.

引用

页码：127 / 131

页数：5

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