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Anil‐Synthese 18. Mitteilung . Über die Herstellung von Styryl‐Derivaten des 3‐Phenyl‐benzisoxazols
Author(s) -
De Sousa Benardo F. S. E.,
Siegrist Adolf Emil
Publication year - 1978
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19780610817
Subject(s) - chemistry , potassium hydroxide , yield (engineering) , dimethylformamide , medicinal chemistry , potassium , organic chemistry , materials science , solvent , metallurgy
Preparation of styryl derivatives of 3‐phenyl‐benzisoxazole 3‐( p ‐Tolyl)‐1,2‐or 2, 1‐benzisoxazoles and 6‐methyl‐3‐phenyl‐1,2‐benzisoxazoles react with anils of aromatic aldehydes in the presence of dimethylformamide and potassium hydroxide or potassium t‐butoxide to yield the corresponding 3‐(stilben‐4‐yl)‐1,2‐ or 2,1‐benzisoxazoles and the 3‐phenyl‐6‐styryl‐1,2‐benzisoxazoles respectively (‘Anil Synthesis’). Further, the Schiff' s bases derived form chloroanilines and 3‐(p‐formylphenyl)‐1,2‐benzisoxazoles yield, with methyl‐and p‐tolyl substituted heterocyles the corresponding heterocyclic substitued styryl and stilbenyl derivatives.