ARTICLE AUTHOR: Kanyonyo-MR; Gozzo-A; Lambert-DM; Lesieur-D; 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 1997; 106 (1) : 39-45

ABSTRACT:

This study reports the behaviour of aromatic aldehydes and aliphatic or alicyclic primary amines in the Willgerodt-Kindler reaction. Three different model substrates (benzaldehyde, 4-dimethylaminobenzaldehyde and 6-formyl-2(3H)benzoxazolinone) were investigated and a study of the solvent effect was carried out. When DMF was used as solvent, clean reactions and good yields were always obtained, which emphasizes the value of the Willgerodt-Kindler reaction in the functionalizing of aromatic aldehydes to thioamides.