A1 Journal article (refereed)
1,2,6-Thiadiazine 1-Oxides : Unsaturated Three-Dimensional S,N-Heterocycles from Sulfonimidamides (2020)

Schöbel, J.-H., Passia, M. T., Wolter, N. A., Puttreddy, R., Rissanen, K., & Bolm, C. (2020). 1,2,6-Thiadiazine 1-Oxides : Unsaturated Three-Dimensional S,N-Heterocycles from Sulfonimidamides. Organic Letters, 12(7), 2702-2706. https://doi.org/10.1021/acs.orglett.0c00666

JYU authors or editors

Puttreddy, Rakesh
Rissanen, Kari

Publication details

All authors or editors: Schöbel, Jan-Hendrik; Passia, Marco Thomas; Wolter, Nadja Anna; Puttreddy, Rakesh; Rissanen, Kari; Bolm, Carsten

Journal or series: Organic Letters

ISSN: 1523-7060

eISSN: 1523-7052

Publication year: 2020

Volume: 12

Issue number: 7

Pages range: 2702-2706

Publisher: American Chemical Society

Publication country: United States

Publication language: English

DOI: https://doi.org/10.1021/acs.orglett.0c00666

Publication open access: Not open

Publication channel open access:

Publication is parallel published (JYX): https://jyx.jyu.fi/handle/123456789/68819

Abstract

Unprecedented three-dimensional 1,2,6-thiadiazine 1-oxides have been prepared by an aza-Michael-addition/cyclization/condensation reaction sequence starting from sulfonimidamides and propargyl ketones. The products have been further functionalized by standard cross-coupling reactions, selective bromination of the heterocyclic ring, and conversion into a β-hydroxy substituted derivative. A representative product was characterized by single-crystal X-ray structure analysis.

Keywords: bioactive compounds

Free keywords: sulfonimidamides; single-crystal X-ray;

Fields of science: