Methyl methoxyphenyl)-4H-furo[3,2-b]pyrrole-5-carboxylate was prepared
hy thermolysis of the corresponding methyl 2-azido-3-[5-(4-methoxyphe
nyl)-2-furyl]propenoate. 4-Methyl and 4-benzyl derivatives were obtain
ed using phase-transfer catalysis conditions. Methyl methoxyphenyl)-4H
-furo[3,2-b]pyrrole-5-carboxylate with hydrazine hydrate yielded corre
sponding carbohydrazide, which by reaction with triethyl orthoformate
or -acetate and -propionate afforded 5-substituted furo[2',3':4,5]pyrr
olo[1,2-d][1,2,4]triazin-8-ones giving with phosphorus(V) sulfide thio
nes, reacting with hydrazine to corresponding hydrazono derivatives. T
he last ones with triethyl orthoformate underwent cyclization reaction
s leading to rolo[1,2-d][1,2,4]triazolo[3,4-f][1,2,4]triazines.