Synthesis of γ-N-acylamino-β-keto esters and ethyl 5-oxazoleacetates via Ritter reaction and hydration of γ-hydroxy-α,β-alkynoic esters

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• 作者：K. Srinivasa Rao ; D. Srinivasa Reddy ; Manojit Pal ; K. Mukkanti and Javed Iqbal
• 关键词：Ritter ; Hydration ; Oxazoleacetates ; γ ; -hydroxy-α ; β ; -alkenoic esters
• 刊名：Tetrahedron Letters
• 出版年：2006
• 出版时间：26 June 2006
• 年：2006
• 卷：47
• 期：26
• 页码：4385-4388
• 全文大小：110 K

文摘

The classical Ritter reaction on γ-hydroxy-α,β-alkynoic esters produced γ-N-acylamino-β-keto esters or ethyl 5-oxazoleacetates using alkyl or aryl nitriles, respectively. The γ-N-acylamino-β-keto esters resulting from alkyl nitriles are useful intermediates in the synthesis of a variety of building blocks. We also show that these can be converted into ethyl 5-oxazoleacetates using an additional step involving POCl₃.