Nitrile Additions to C,N-Diacylimines. Formation of 4-Amidooxazoles

Bilha Fischer; Alfred Hassner

doi:10.1021/jo00305a015

Nitrile Additions to C,N-Diacylimines. Formation of 4-Amidooxazoles

Bilha Fischer, Alfred Hassner

Department of Chemistry

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6 Scopus citations

Abstract

Nitriles are shown to react with C,N-diacylimines 2, generated in situ from 1 or 4 in the presence of Lewis acids, to produce 4-amidooxazoles 5 and 6 in good to excellent yield. Diamides are sometimes also produced. The reaction was followed by NMR spectroscopy, and mechanistic pathways are discussed.

Original language	English
Pages (from-to)	5225-5229
Number of pages	5
Journal	Journal of Organic Chemistry
Volume	55
Issue number	18
DOIs	https://doi.org/10.1021/jo00305a015
State	Published - Aug 1990

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abstract = "Nitriles are shown to react with C,N-diacylimines 2, generated in situ from 1 or 4 in the presence of Lewis acids, to produce 4-amidooxazoles 5 and 6 in good to excellent yield. Diamides are sometimes also produced. The reaction was followed by NMR spectroscopy, and mechanistic pathways are discussed.",

author = "Bilha Fischer and Alfred Hassner",

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AB - Nitriles are shown to react with C,N-diacylimines 2, generated in situ from 1 or 4 in the presence of Lewis acids, to produce 4-amidooxazoles 5 and 6 in good to excellent yield. Diamides are sometimes also produced. The reaction was followed by NMR spectroscopy, and mechanistic pathways are discussed.

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Nitrile Additions to C,N-Diacylimines. Formation of 4-Amidooxazoles

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