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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Bibliographic Details
Published inTetrahedron letters Vol. 53; no. 51; pp. 6940 - 6942
Main Authors Borse, Amulrao U, Patil, Nilesh L, Patil, Mahesh N, Mali, Raghao S
Format Journal Article
LanguageEnglish
Published 19.12.2012
Subjects
Acetates
Acetonitrile
Aniline
Catalysts
Inorganic salts
Synthesis (chemistry)
Tetrahedrons
Utilities
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Summary: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.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
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ISSN:0040-4039
DOI:10.1016/j.tetlet.2012.10.030