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K2CO3-Mediated Regioselective Synthesis of Isoxazoles and Pyrazolines

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Abstract:

3,5-Diarylisoxazoles and 1,3,5-triarylpyrazolines are synthesized via Michael addition of "hydroxylamine hydrochloride, phenylhydrazine" respectively over chalcones followed by cyclization using K2CO3 as solid support. Reactions are shown to be highly regioselective regardless of the nature of the substituent in the substrates and afforded single isoxazole and pyrazoline isomer in excellent yields.





Keywords: Michael addition; chalcones; regioselectivity; solid support

Document Type: Research Article

Affiliations: Department of Chemistry, University of Delhi, Delhi-110007, India.

Publication date: February 1, 2006

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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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