ARTICLE AUTHOR: Kanyonyo-MR; Ucar-H; Isa-M; Carato-P; Lesieur-D; Renard-P; Poupaert-JH

REPRINT AUTHOR: Kanyonyo, MR; UNIV CATHOLIQUE LOUVAIN; SCH PHARM, MED CHEM LAB, AVE EMMANUEL MOUNIER 73; B-1200 BRUSSELS; BELGIUM

SOURCE: BULLETIN-DES-SOCIETES-CHIMIQUES-BELGES. JAN 1996; 105 (1) : 17-22

ABSTRACT: The Willgerodt-Kindler reaction was studied on three different model compounds (4-bromo benzaldehyde, 4-fluorobenzaldehyde, 4-methoxyacetophenone) with particular emphasis on the influence of the solvent on the yield of the reaction, Best conditions involved the use of polar aprotic solvents such as DMF. This finding was applied to the Willgerodt-Kindler reaction of two difficult substrates, i.e. 3-methyl-6-formyl-2(3H)-benzoxazolinone and 3-methyl-6-formyl-2(3H)-benzothiazolinone with various secondary amines.