Activated nitriles in heterocyclic synthesis: synthesis of substituted pyrazolopyridine, pyridine, 4H-pyran and naphthodiapyran derivatives

Several new pyrazolopyridines VIa-c were synthesized by reacting 4-nitrosoantipyrine [IIa] with arylidenemalononitriles Ia-c or ethyl arylidenecyanoacetates If-h. Reaction of Ia-c with 4-[azidomethylcarbonyl] antipyrine [IIb] afforded the pyridine derivatives XVI. The 4H-pyrans and naphthodipyran derivatives XVIII- XXI were prepared by reacting I with polyhydric phenols

Synthesis and uterotrophic activity of 2-substituted estradiol and ring A fused pyranone and furanone derivatives

Several new modified estradiol analogs have been synthesized and examined as potential estrogens. Nuclear modification involved the introduction of various substituents at the 2-position of estradiol and fusion of a heterocylic ring to position 2, 3 of ring A of the steroidal nucleus. Uterine weight assays in rats have shown that all tested compounds produced a moderate increase in uterine weight