5-Carbonyl-1,3-oxazine-2,4-diones from N-Cyanosulfoximines and Meldrum’s Acid Derivatives
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
Published inOrganic Letters
© 2020 American Chemical Society
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.