A1 Journal article (refereed)
5-Carbonyl-1,3-oxazine-2,4-diones from N-Cyanosulfoximines and Meldrum’s Acid Derivatives (2020)

Brosge, F., Kochs, J., Bregu, M., Truong, K.-N., Rissanen, K., & Bolm, C. (2020). 5-Carbonyl-1,3-oxazine-2,4-diones from N-Cyanosulfoximines and Meldrum’s Acid Derivatives. Organic Letters, 22(16), 6667-6670. https://doi.org/10.1021/acs.orglett.0c02504

JYU authors or editors

Publication details

All authors or editors: Brosge, Felix; Kochs, Johanne,s Florian; Bregu, Mariela; Truong, Khai-Nghi; Rissanen, Kari; Bolm, Carsten

Journal or series: Organic Letters

ISSN: 1523-7060

eISSN: 1523-7052

Publication year: 2020

Publication date: 04/08/2020

Volume: 22

Issue number: 16

Pages range: 6667-6670

Publisher: American Chemical Society (ACS)

Publication country: United States

Publication language: English

DOI: https://doi.org/10.1021/acs.orglett.0c02504

Publication open access: Not open

Publication channel open access:

Publication is parallel published (JYX): https://jyx.jyu.fi/handle/123456789/73362

Abstract

At elevated temperatures, N-cyanosulfoximines react with Meldrum’s acid derivatives to give sulfoximines with N-bound 5-carbonyl-1,3-oxazine-2,4-dione groups. A representative product was characterized by single-crystal X-ray structure analysis. The product formation involves an unexpected molecular reorientation requiring several sequential bond-forming and -cleaving processes.

Keywords: organic compounds; sulphur compounds; nitrogen compounds; chemical reactions; chemical synthesis

Free keywords: reaction products; cyclization; crystal structure; addition reactions; chemical reactions

Contributing organizations

Ministry reporting: Yes

Reporting Year: 2020

JUFO rating: 2