Ultrasound-assisted synthesis of 2-amino-1,3,4-oxadiazoles through NBS-mediated oxidative cyclization of semicarbazones

A ultrasound-assisted oxidative cyclization of semicarbazones using N-bromosuccinimide in the presence of sodium acetate was established providing efficient and rapid access to a variety of 2-amino-1,3,4-oxadiazoles. Moreover, the new synthetic protocol provides a simple procedure utilizing a safer...

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Bibliographic Details
Published in:	Synthetic communications Vol. 47; no. 14; pp. 1319 - 1325
Main Authors:	Borsoi, Ana Flávia, Coldeira, Mateus Emanuel, Pissinate, Kenia, Macchi, Fernanda Souza, Basso, Luiz Augusto, Santos, Diógenes Santiago, Machado, Pablo
Format:	Journal Article
Language:	English
Published:	Philadelphia Taylor & Francis 18-07-2017 Taylor & Francis Ltd
Subjects:	1,3,4-Oxadiazole cyclization NBS Oxadiazoles Oxidation Regioselectivity semicarbazones Sodium acetate sonochemical conditions Ultrasonic imaging
Online Access:	Get full text
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Summary:	A ultrasound-assisted oxidative cyclization of semicarbazones using N-bromosuccinimide in the presence of sodium acetate was established providing efficient and rapid access to a variety of 2-amino-1,3,4-oxadiazoles. Moreover, the new synthetic protocol provides a simple procedure utilizing a safer oxidizing system that affords the target products in high regioselectivity, satisfactory yields, and elevated purities.
ISSN:	0039-7911 1532-2432
DOI:	10.1080/00397911.2017.1324626