Formation of N-tributylstannyl heterocycle from bis(tributyltin) oxide and .OMEGA.-haloalkyl isocyanate. One-pot convenient synthesis of 2-oxazolidinones and tetrahydro-2H-1,3-oxazin-2-one.
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概要
- 論文の詳細を見る
Novel types of compounds, <I>N</I>-tributylstannyl-2-oxazolidinone (<B>4a</B>) and tetrahydro-2<I>H</I>-1,3-oxazin-2-one (<B>4b</B>), are formed from the adduct of (<I>n</I>-Bu<SUB>3</SUB>Sn)<SUB>2</SUB>O (<B>1</B>) with ω-haloalkyl isocyanate (<B>2</B>), and the subsequent coupling reaction with alkyl halides gives a variety of <I>N</I>-substituted 2-oxazolidinones and tetrahydro-2-oxazinones in a one-pot procedure. Both the cyclization and the coupling reaction proceed quantitatively in the presence of HMPA which enhances the reactivity of the Sn–heteroatom bond by coordination.
- 公益社団法人 日本化学会の論文
著者
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Baba Akio
Department Of Applied Chemistry Faculty Of Engineering Osaka University
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Shibata Ikuya
Department Of Applied Chemistry Faculty Of Engineering Osaka University
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Nakamura Kenji
Department Of Anatomy Graduate School Of Medicine Osaka City University
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Matsuda Haruo
Department Of Applied Chemistry Faculty Of Engineering Osaka University
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