Novel synthesis of highly functionalized pyrazolines and pyrazoles by triphenylphosphine-mediated reaction of dialkyl azodicarboxylate with allenic esters |
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Authors: | Nair Vijay Biju A T Mohanan Kishor Suresh Eringathodi |
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Affiliation: | Organic Chemistry Section, Regional Research Laboratory (CSIR), Trivandrum, India. vijaynair_2001@yahoo.com |
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Abstract: | [reaction: see text] Reaction of the Huisgen zwitterion, derived from triphenylphosphine and dialkyl azodicarboxylate, with allenic esters affords highly functionalized pyrazolines and pyrazoles. The crystal structure of pyrazoline derivative 7a showed extensive C-H...O interactions. Pyrazole formation proceeds via a novel nitrogen to carbon migration of the carboalkoxy group. |
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