4.6 Article

Microwave Assisted Synthesis of Some New Heterocyclic Spiro-Derivatives with Potential Antimicrobial and Antioxidant Activity

Journal

MOLECULES
Volume 15, Issue 12, Pages 8827-8840

Publisher

MDPI
DOI: 10.3390/molecules15128827

Keywords

microwave; spiro-compounds; heterocycles; spiro-benzoxazoleisoquinoline; spiro-benzimidazoleisoquinoline; spiro-isoquinolinetriazole; spiro-isoquinolinepyrazole; spiro-isoquinolinepyrimidine; antimicrobial activity; antioxidant activity

Funding

  1. Al-Taif University, Al-Taif, Kingdom of Saudi Arabia [1-430-456]

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Homophthalic anhydride reacts with different aromatic amines to produce N-substituted homophthalimides. Bromination of the latter produces 4,4-dibromohomophthalimide derivatives that can be used as precursors for spiro-derivatives. The dibromo derivatives react with different binucleophilic reagents to produce several spiroisoquinoline derivatives. Reaction of the dibromo derivatives with malononitrile produces dicyanomethylene derivatives which react with different binucleophiles to produce new spiro-derivatives. Structures of the newly synthesized compounds are proved using spectroscopic methods such as IR, H-1-NMR and C-13-NMR. The newly synthesized compounds were tested for their antimicrobial and antioxidant activities, showing weak or no antimicrobial activity. On the other hand select compounds showed promising antioxidant activities.

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