Synthesis of 3-hydroxy-1-methyl-2-(methylthio) pyrrole from methyl isothiocyanate and prop-2-yn-1-ol

被引:0
作者
L. Brandsma
N. A. Nedolya
B. A. Trofimov
机构
[1] Utrecht University,Department of Preparative Organic Chemistry
[2] Siberian Branch of the Russian Academy of Sciences,A. E. Favorsky Irkutsk Institute of Chemistry
来源
Russian Chemical Bulletin | 2000年 / 49卷
关键词
prop-2-yn-1-ol; ethoxyethene; 1-(1-ethoxyethoxy)allene; lithiation; methyl isothiocyanate; 2-(1-ethoxyethoxy)buta-2,3-dienimidothioate; cyclization; 3-hydroxy-1-methyl-2-(methylthio)pyrrole; keto-enol tautomerism;
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学科分类号
摘要
A methylated adduct of lithiated 1-(1-ethoxyethoxy)allene and methyl isothiocyanate undergoes intramolecular cyclization in the presence of CuBr to give 3-(1-ethoxyethoxy)-1-methyl-2-(methylthio)pyrrole. The methanolysis of the latter affords 3-hydroxy-1-methyl-2-(methylthio)pyrrole.
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页码:1634 / 1636
页数:2
相关论文
共 5 条
[1]  
Nedolya N. A.(1998)undefined Tetrahedron Lett. 39 2409-2409
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