Efficient Conversion of Tertiary Propargylamides into Imidazoles via Hydroamination–Cyclization

Efficient Conversion of Tertiary Propargylamides into Imidazoles via Hydroamination–Cyclization

Abstract A method to convert tertiary N -propargylamides into 1,2,4-trisubstituted imidazoles using ammonium chloride and zinc triflate as the catalyst is reported. The method is convenient, practical and employs conventional heating. It is also applicable to N -propargyl lactams and tends to popula...

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Veröffentlicht in:Synthesis (Stuttgart) 2018-08, Vol.50 (15), p.3048-3058
Hauptverfasser: Safrygin, Alexander, Krivosheyeva, Elena, Dar’in, Dmitry, Krasavin, Mikhail
Format: Artikel
Sprache:eng
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Zusammenfassung:Abstract A method to convert tertiary N -propargylamides into 1,2,4-trisubstituted imidazoles using ammonium chloride and zinc triflate as the catalyst is reported. The method is convenient, practical and employs conventional heating. It is also applicable to N -propargyl lactams and tends to populate the so-called ‘lead-like’ chemistry space.
ISSN:0039-7881
1437-210X
DOI:10.1055/s-0036-1591599