Synthesis of a New Series of Furyl and Thienyl Substituted Pyrazolines Starting with Furyl and Thienyl Chalcones.-The chalcones (III) are obtained from 2-acetylfuran (Ia) or 2-acetylthiophene (Ib) by condensation reaction with the aromatic aldehydes (II). Reaction with hydrazine hydrate or methylhydrazine (IV) yields the substituted pyrazolines (V). N-Acetylated pyrazolines are obtained using glacial acetic acid as the solvent. A mechanism of the reaction of chalcones with hydrazine is proposed. (Further examples). -(KABLI, R. A.; KHALAF, A. A.; ZIMAITY, M. T.; KHALIL, A. M.; KADDAH, A. M.; AL-RIFAIE, H. A.; J. Indian Chem.

Mannich reaction of 1,3-indandione-1-phenylhydrazone (1) or 1,3-diphenylhydrazone (5) withmorpholine or piperazine gave the Mannich base-phenylhydrazone 2 and 3 or the diphenylhydrazone6 and 7, respectively. Whereas, such reaction with 1 or 5 using primary amines affordedthe indeno[2,1-ƒ]-1,2,4-triazepin-6(2H)-one (4) or its 6-phenylhydrazone (8), respectively.Treatment of 5 with ammonium acetate and formalin afforded 9. The indeno[1,2-ƒ]-1,2,4,5-tetrazepin-10(2H)-one (11) was obtained from the 1,2-diphenylhydrazone 10 and formaldehyde.

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The β-keto-ester 1b and 7 reacted with dimethyl acetylenedicarboxylate (DMAD) to give the cyclooctadienone derivatives (2a and 3b). the acid hydrolysis of which afforded the anhydride 4. Also 1a, b reacted with ethyl propiolate and gave substituted cyclooctadienone (6a, b). Michael reaction of 11 with DMAD gave adduct 12 which underwent cyclization via photo-cycloaddition (2+2) to give the photo-product (14).

Michael addition of the active methylene compounds (II) or thiophenol (X) to the benzylideneindandione (I) gives the corresponding adducts (III) and (XI).

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