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

Author(s): Naazneen B. Yaragatti, Manohar V. Kulkarni, Gudibande N. A. Kumar, Tayur N. Gururow.

Journal Name: Letters in Organic Chemistry

Volume 9 , Issue 8 , 2012

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Abstract:

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, de-acylation, ring opening, hydrate, pyrazolones, coumarins, nucleophiles, amidation.

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Article Details

VOLUME: 9
ISSUE: 8
Year: 2012
Page: [594 - 597]
Pages: 4
DOI: 10.2174/157017812802850294
Price: $65

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