Naphtho[2,1-b]furan-2-yl)(8-phenylpyrazolo[5,1-c][1,2,4]triazin-3-yl)methanone, ([1,2,4]triazolo[3,4-c][1,2,4]triazin-6-yl)(naphtho[2,1-b]furan-2-yl)methanone, benzo[4,5]imidazo[2,1-c][1,2,4]triazin-3-yl-naphtho[2,1-b]furan-2-yl-methanone, 5-(naphtho[2,1-b]furan-2-yl)pyrazolo[1,5-a]pyrimidine, 7-(naphtho[2,1-b]furan-2-yl)-[1,2,4]triazolo[4,3-a]pyrimidine, 2-naphtho[2,1-b]furan-2-yl-benzo[4,5]imidazo[1,2-a]pyrimidine, pyridine, and pyrazole derivatives are synthesized from sodium salt of 5-hydroxy-1-naphtho[2,1-b]furan-2-ylpropenone and various reagents. The newly synthesized compounds were elucidated by elemental analysis, spectral data, chemical transformation, and alternative synthetic route whenever possible. J. Heterocyclic Chem., (2012).