Efficient Phosphonium-Mediated Synthesis of 2-Amino-1,3,4-oxadiazoles

Efficient Phosphonium-Mediated Synthesis of 2-Amino-1,3,4-oxadiazoles

We present an efficient, room temperature procedure for the preparation of 2-amino-1,3,4-oxadiazoles. Oxadiazol-2-ones can be activated for SNAr substitution using phosphonium reagents (e.g., BOP). This approach provides convenient access to N,N-disubstituted 2-amino-1,3,4-oxadiazoles, which are dif...

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Veröffentlicht in:Organic letters 2008-05, Vol.10 (9), p.1755-1758
Hauptverfasser: Levins, Christopher G, Wan, Zhao-Kui
Format: Artikel
Sprache:eng
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Organophosphorus Compounds - chemistry
Oxadiazoles - chemical synthesis
Oxadiazoles - chemistry
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Zusammenfassung:We present an efficient, room temperature procedure for the preparation of 2-amino-1,3,4-oxadiazoles. Oxadiazol-2-ones can be activated for SNAr substitution using phosphonium reagents (e.g., BOP). This approach provides convenient access to N,N-disubstituted 2-amino-1,3,4-oxadiazoles, which are difficult to prepare using existing synthetic strategies.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol8004084