A Novel 1,5-Benzoheteroazepine Synthesis via a One-Pot Coupling−Isomerization−Cyclocondensation Sequence

2,4-Di(hetero)aryl substituted 2,3-dihydro 1,5-benzoheteroazepines (hetero = NH, O, S) can be readily sythesized in a one-pot process initiated by a coupling−isomerization sequence of an electron poor (hetero)aryl halide and a terminal propargyl alcohol subsequently followed by a cyclocondensation w...

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Veröffentlicht in:Organic letters 2000-12, Vol.2 (26), p.4181-4184
Hauptverfasser: Braun, Roland U, Zeitler, Kirsten, Müller, Thomas J. J
Format: Artikel
Sprache:eng
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Zusammenfassung:2,4-Di(hetero)aryl substituted 2,3-dihydro 1,5-benzoheteroazepines (hetero = NH, O, S) can be readily sythesized in a one-pot process initiated by a coupling−isomerization sequence of an electron poor (hetero)aryl halide and a terminal propargyl alcohol subsequently followed by a cyclocondensation with 2-amino, 2-hydroxy, or 2-mercapto anilines. In addition, the structures were established unambiguously by an X-ray structure analysis of 7a.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol006721k