Novel Synthesis of Highly Functionalized Pyrazolines and Pyrazoles by Triphenylphosphine-Mediated Reaction of Dialkyl Azodicarboxylate with Allenic Esters

Nair, Vijay ; Biju, A. T. ; Mohanan, Kishor ; Suresh, Eringathodi (2006) Novel Synthesis of Highly Functionalized Pyrazolines and Pyrazoles by Triphenylphosphine-Mediated Reaction of Dialkyl Azodicarboxylate with Allenic Esters Organic Letters, 8 (11). pp. 2213-2216. ISSN 1523-7060

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Official URL: http://doi.org/10.1021/ol0604623

Related URL: http://dx.doi.org/10.1021/ol0604623

Abstract

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.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society
ID Code:128753
Deposited On:03 Nov 2022 06:57
Last Modified:03 Nov 2022 06:57

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