Carbon-carbon bond formation by the use of chloroiodomethane as a C1 unit. III. A convenient synthesis of the Mannich base from enol silyl ether by a combination of chloroiodomethane and N,N,N',N'-tetramethylmethanediamine.
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概要
- 論文の詳細を見る
The Mannich dimethylaminomethylation of carbonyl compounds is conveniently carried out <I>via</I> enol trimethylsilyl ethers by a combination of chloroiodomethane (CH<SUB>2</SUB>ClI) and <I>N</I>,<I>N</I>,<I>N</I>′,<I>N</I>′-tetramethylmethanediamine (TMMD) in DMSO as the solvent at ambient temperature. The mechanism of the transformation is discussed on the basis of product analysis and <SUP>1</SUP>H NMR spectral studies. The reagent system CH<SUB>2</SUB>ClI/TMMD also provides a convenient route to the Eschenmoser's salt (Me<SUB>2</SUB>\overset+N=CH<SUB>2</SUB>,\overset−I).
- 公益社団法人 日本化学会の論文
著者
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Hashimoto Harukichi
Department of Applied Chemistry, Faculty of Engineering, Tohoko University
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Miyano Sotaro
Department of Applied Chemistry, Faculty of Engineering, Tohoku University
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Hokari Hiroshi
Department of Applied Chemistry, Faculty of Engineering, Tohoku University
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