Isa. Hafiz et al., Alkyl heteroaromatics as building blocks in organic synthesis: The reactivity of alkyl azoles toward electrophilic reagents, Z NATURFO B, 54(7), 1999, pp. 923-928
Citations number
8
Categorie Soggetti
Chemistry
Journal title
ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES
Oxazolone (1) couples with aromatic diazonium salts to yield the arylhydraz
ones (3a-c). Compound 3 reacts with aniline to give aryl hydrazone (5), Com
pound 5 was also obtained via converting 1 into the imidazolone (4) and sub
sequent treatment of 4 with aromatic diazonium salts. Compounds 1 and 12 re
acted with arylidenemalononitrile (6) to yield compounds 8 and 14 respectiv
ely. Also compounds 1, 12 condensed with an aromatic aldehydes to yield 11
and 17. Compounds 11, 17 reacted further with one molecule of malononitrile
to give compounds 8 and 14, respectively. Compound 20 which was generated
in situ by heating phenacylthiocyanate (19) in acetic anhydride on treatmen
t with hydrazine hydrate or phenyl hydrazine gives 21 and 22 respectively.
Also 20 reacted with malononitrile or with ethyl cyanoacetate to give 23 an
d 24, respectively.