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Molecules 2010, 15(12), 8827-8840; doi:10.3390/molecules15128827

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

1
Chemistry Department, Faculty of Science, Cairo University, Egypt
2
Chemistry Department, Faculty of Science, Suez Canal University, Egypt
Current Address: Chemistry Department, Faculty of Science, Taif University, Saudi Arabia.
*
Author to whom correspondence should be addressed.
Received: 31 October 2010 / Revised: 17 November 2010 / Accepted: 30 November 2010 / Published: 3 December 2010
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Abstract

Homophthalic anhydride reacts with different aromatic amines to produce N-substituted homophthalimides. Bromination of the latter produces 4,4-dibromo-homophthalimide derivatives that can be used as precursors for spiro-derivatives. The dibromo derivatives react with different binucleophilic reagents to produce several spiro-isoquinoline 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, 1H-NMR and 13C-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.
Keywords: microwave; spiro-compounds; heterocycles; spiro-benzoxazoleisoquinoline; spiro-benzimidazoleisoquinoline; spiro-isoquinolinetriazole; spiro-isoquinolinepyrazole; spiro-isoquinolinepyrimidine; antimicrobial activity; antioxidant activity microwave; spiro-compounds; heterocycles; spiro-benzoxazoleisoquinoline; spiro-benzimidazoleisoquinoline; spiro-isoquinolinetriazole; spiro-isoquinolinepyrazole; spiro-isoquinolinepyrimidine; antimicrobial activity; antioxidant activity
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Youssef, M.M.; Amin, M.A. Microwave Assisted Synthesis of Some New Heterocyclic Spiro-Derivatives with Potential Antimicrobial and Antioxidant Activity. Molecules 2010, 15, 8827-8840.

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