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Novel De-Acylative Ring Opening of 3-Acetyl and 3-Bromo Acetyl Coumarins

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Reaction of 3-acetyl and 3-bromoacetyl coumarins with hydrazine hydrate has resulted in the ring opening of the coumarin moiety. The reaction was attempted with a view to obtain some new pyridazinones and pyrazolones. The reaction did not proceed via the expected pathway instead led to the formation of salicyl azines, the structure of which has been confirmed by single crystal X-ray studies.

Keywords: 3-Acetylcoumarins; 3-bromoacetyl coumarins; 4-bromomethyl coumarins; amidation; coumarins; de-acylation; hydrate; nucleophiles; pyrazolones; ring opening

Document Type: Research Article

Publication date: 01 October 2012

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  • Letters in Organic Chemistry publishes original letters on all areas of organic chemistry including synthesis, bioorganic, medicinal, natural products, organometallic, supramolecular, molecular recognition and physical organic chemistry. The emphasis is placed on publishing quality papers very rapidly. Letters are processed rapidly and take full advantage of the Internet technology both for the submission and the review of the manuscripts.
    The journal is essential reading for all organic chemists both in academia and industry.
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