Der Pharma Chemica
Journal for Medicinal Chemistry, Pharmaceutical Chemistry, Pharmaceutical Sciences and Computational Chemistry

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Abstract

Novel, One-pot Synthesis of Benz-[g]-indenones and 1-Tetralones from Functionalized 5-Membered Heterocyclic Perchlorates via Domino Friedel-Crafts Reactions

Author(s): Naglaa F. El-Sayed1,Hamed Derbala, Mahmoud Refaee and Hassan Madkour

(Z)-4-(Naphth-2-ylmethylene)-2-phenyloxazol-5(4H)-one 1 and 3-(phenylcarbamoyl)-but-3-enoic acid and 3, respectively, are readily transformed into their corresponding perchlorate salts 2 and 4 with acetic anhydrideperchloric acid mixture. Conducting the latter salts with arenes in the presence of AlCl3 provided novel derivatives of benz-[g]-indenones 5 and 1-tetralones 6, respectively, via two consecutive Friedel-Crafts reactions in situ. The structures of all the synthesized products were characterized using IR, 1H NMR, 13C NMR, and mass spectra.


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