Synthetic utility of KabachnikaFields reaction: a convenient one-pot three-component synthesis of N-phenyl isoquinolone-1-phosphonates

Synthetic utility of KabachnikaFields reaction: a convenient one-pot three-component synthesis of N-phenyl isoquinolone-1-phosphonates

A convenient, one-pot three-component synthesis of novel N-phenyl isoquinolone-1-phosphonates (4aa4g) using the KabachnikaFields reaction, starting from ethyl 2-(2-formyl-4,5-dimethoxyphenyl) acetate (1) and anilines (2aa2g) is described. The aldehyde (1) on reaction with substituted anilines (2aa2g...

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Veröffentlicht in:Tetrahedron letters 2012-12, Vol.53 (51), p.6940-6942
Hauptverfasser: Borse, Amulrao U, Patil, Nilesh L, Patil, Mahesh N, Mali, Raghao S
Format: Artikel
Sprache:eng
Schlagworte:
Acetates
Acetonitrile
Aniline
Catalysts
Inorganic salts
Synthesis (chemistry)
Tetrahedrons
Utilities
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Beschreibung
Zusammenfassung:A convenient, one-pot three-component synthesis of novel N-phenyl isoquinolone-1-phosphonates (4aa4g) using the KabachnikaFields reaction, starting from ethyl 2-(2-formyl-4,5-dimethoxyphenyl) acetate (1) and anilines (2aa2g) is described. The aldehyde (1) on reaction with substituted anilines (2aa2g) and triethyl phosphite in acetonitrile using trifluroacetic acid as catalyst provides N-phenyl isoquinolone-1-phosphonates (4aa4g) in good yields.
ISSN:0040-4039
DOI:10.1016/j.tetlet.2012.10.030