SiO2-BiCl3 as Heterogeneous Catalyzed Synthesis of 6-Methyl-2-aryl-4, 5-dihydropyridazin-3(2H)-one Derivatives. (19th October 2020)

• Record Type: Journal Article
• Authors: Hote, Baliram S.; Sawant, Ajay S.; Sawant, Sanjay S.
• Is Part Of: Polycyclic aromatic compounds. Volume 40:Number 5(2020)
• Page Start: 1501
• Page End: 1509
• Publication Date: 2020-10-19
• Subjects: Hydrohydrazination -- phenyl hydrazine -- pyridazinone -- 4-pentynoic acid; Polycyclic aromatic compounds -- Periodicals; 547
• DOI: 10.1080/10406638.2018.1557708
• Languages: English
• ISSNs: 1040-6638

Abstract

Abstract: A mild and highly efficient stereoselective reaction using silica supported bismuth(III) chloride (SiO2 -BiCl3 ) has been successfully employed in the synthesis of 6-methyl-2-aryl-4, 5-dihydropyridazin-3(2 H )-one derivatives (3a-o) with a variety of phenyl hydrazines (1a-o) bearing either electron withdrawing or donating functional groups and 4-pentynoic acid (2). The catalyzed reaction proceeded smoothly under room temperature in THF to give the corresponding 3a-o derivatives in good to excellent yields. The 3a-o derivatives have been characterized by IR, 1 H NMR, 13 C NMR, mass and elemental analysis. The use of this approach allowed us to rapidly screen a selection of conditions and quickly confirm the viability of preparing the target 3a-o derivatives in short reaction times.