1,2,6-Thiadiazine 1-Oxides : Unsaturated Three-Dimensional S,N-Heterocycles from Sulfonimidamides
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
Published inOrganic Letters
© 2020 American Chemical Society
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.
PublisherAmerican Chemical Society
Publication in research information system
MetadataShow full item record
Related funder(s)Academy of Finland
Funding program(s)Postdoctoral Researcher, AoF
Additional information about fundingWe thank the Alexander von Humboldt Foundation for support of K.R. (AvH research award), and we gratefully acknowledge Marcus Frings (RWTH Aachen University) for measuring the HPLC data. Further thanks go to Daniela Lutsch (RWTH Aachen University) for supporting practical experiments. Financial support from the Academy of Finland (RP Grant No. 298817) is also gratefully acknowledged.
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