Observation on the fragmentation of some tosylhydrazones using electrochemically generated superoxide ion.

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概要

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• Superoxide ion (O<SUB>2</SUB><SUP>\newdot</SUP>) generated in situ by electrochemical reduction of molecular oxygen in dimethylformamide (DMF) at mercury cathode, behaves as a mild effective base to deprotonate the acidic hydrogen from tosylhydrazones of benzophenone (<B>1</B>), benzaldehyde (<B>2</B>), cyclohexanone (<B>3</B>), benzoin (<B>4</B>), acetophenone (<B>5</B>), and benzil (<B>6</B>) finally affording tetraphenylethene (<B>1a</B>), <I>trans</I>-stilbene (<B>2a</B>), cyclohexene (<B>3a</B>), deoxybenzoin (<B>4a</B>), acetophenone azine (<B>5a</B>), and 4,5-diphenyl-1-tosylamino-1,2,3-triazole (<B>6a</B>) respectively in good to excellent yield.

• 公益社団法人 日本化学会の論文

著者

• MISHRA S.

  Departments of Medical & Surgical Endocrinology, Sanjay Gandhi PGIMS

• Singh Manorama

  Department of Chemistry, Faculty of Science, Banaras Hindu University

• Misra Ram

  Department of Chemistry, Faculty of Science, Banaras Hindu University

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• Annonaceous Acetogenins from the Seeds of Annona squamosa.Non-adjacent Bis-tetrahydrofuranic Acetogenins
• Observation on the fragmentation of some tosylhydrazones using electrochemically generated superoxide ion.
• Reduction of aromatic compounds by solvated electrons generated at cathode.
• Oxidative Cleavage of Chalcones by Electrochemically Generated Superoxide Ion (O-2).

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