Synthesis of 2-(4-quinazolinyl)ethyl sulfides via addition of thiols to 4-vinylquinazolines
Reaction of vinyl and isopropenyl Grignard reagents with quinazoline results in addition to the 3,4‐imine bond to give the 4‐alkenyldihydroquinazolines 4 which are conveniently aromatized with potassium ferri‐cyanide to the 4‐alkenylquinazolines 5. Quinazolines 5 undergo addition with thiols under n...
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Veröffentlicht in: | Journal of heterocyclic chemistry 1997-07, Vol.34 (4), p.1263-1266 |
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Hauptverfasser: | , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | Reaction of vinyl and isopropenyl Grignard reagents with quinazoline results in addition to the 3,4‐imine bond to give the 4‐alkenyldihydroquinazolines 4 which are conveniently aromatized with potassium ferri‐cyanide to the 4‐alkenylquinazolines 5. Quinazolines 5 undergo addition with thiols under neutral conditions to afford the quinazolinylethyl sulfides 2 in moderate yields. |
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ISSN: | 0022-152X 1943-5193 |
DOI: | 10.1002/jhet.5570340429 |