A New Synthetic Route to 3-Oxo-4-amino-1,2,3-oxadiazole from the Diazeniumdiolation of Benzyl Cyanide: Stable Sydnone Iminium N-Oxides-Reference-Cited by-同舟云学术

A New Synthetic Route to 3-Oxo-4-amino-1,2,3-oxadiazole from the Diazeniumdiolation of Benzyl Cyanide: Stable Sydnone Iminium N-Oxides

Published:2009-01-14 Issue:4 Volume:74 Page:1621-1626
ISSN:0022-3263
Container-title:The Journal of Organic Chemistry
language:en
Short-container-title:J. Org. Chem.

Author:

Bohle D. Scott¹,Perepichka Inna¹

Affiliation:

1. Department of Chemistry, McGill University, 801 Sherbrooke Street West, Montreal, H3A 2K6, Quebec, Canada

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry

Link

https://pubs.acs.org/doi/pdf/10.1021/jo802343k

Reference17 articles.

1. 204. The action of acetic anhydride on N-nitrosophenylglycine and some of its derivatives

2. Gilchrist, T. L.; O’Neill, P. M.InComprehensive Heterocyclic Chemistry II;Katrizky, A. R.; Rees, C. W.; Scriven, E. F. V., Eds.Pergamon:London, UK, 1996; Vol. 5, pp165−178.

3. 3-hydroxysydnone imines

4. An efficient chemical fixation of nitric oxide: convenient and practical synthesis of 1,2,3-oxadiazole 3-oxidesElectronic supplementary information (ESI) available: crystal and molecular structure of 2a. See http://www.rsc.org/suppdata/cc/b3/b311382e/

5. Traube's “Oxazomalonic Acid” is a 3-Hydroxysydnone Carboxylate with an E-ONNO Geometry This research was supported by the Airforce Office of Scientific Research and the National Institutes of Health.

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