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Ultrasound‐Promoted Catalyst‐Free Synthesis of 2,2′‐(1,4‐Phenylene)bis[1‐acetyl‐1,2‐dihydro‐4H‐3,1‐benzoxazin‐4‐one] Derivatives
Authors:Davood Azarifar  Davood Sheikh
Institution:Department of Chemistry, Bu‐Ali Sina University, Zip Code 65178, Hamedan, Iran, (phone/fax: +98‐811‐8257407)
Abstract:A convenient approach to 2,2′‐(1,4‐phenylene)bis1‐acetyl‐1,2‐dihydro‐4H‐3,1‐benzoxazin‐4‐one] derivatives 4 was explored employing the one‐pot condensation of anthranilic acids (=2‐aminobenzoic acids) 1 with terephthalaldehyde (=benzene‐1,4‐dicarboxaldehyde; 2 ) under ultrasound‐irradiation conditions (Scheme 1). The reactions proceeded smoothly in the presence of excess Ac2O in the absence of any other catalyst and solvent to afford the respective products in high yields.
Keywords:4H‐3  1‐Benzoxazin‐4‐one derivatives  Ultrasound irradiation  Anthranilic acids  Terephthalaldehyde  Phthalaldehyde
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