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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 50, 2020 - Issue 11
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SYNTHETIC COMMUNICATIONS REVIEWS

Simple route to new oxadiazaboroles and oxadiazoles via amidoximes

, , , , , , & show all
Pages 1712-1723 | Received 03 Feb 2020, Published online: 24 Apr 2020
 

Abstract

The novel push–pull alkene, the 2-(nitro-nitrosomethylene)-pyrrolidine with numerous aliphatic or aromatic amines as nucleophiles afforded amidoximes. Various substituted oxadiazaborole and oxadiazole derivatives were prepared starting from these amidoximes, widening the synthetic applicability of the push–pull alkenes. Acylation of the amidoximes was also examined. The mechanism of the amidoxime formation was investigated by computational methods.

Graphical Abstract

Acknowledgments

The authors are indebted to Mrs. Krisztina G. Kara for her technical help.

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