Cyclic Sulfoximine and Sulfonimidamide Derivatives by Copper‐Catalyzed Cross‐Coupling Reactions with Elemental Sulfur
Abstract
Copper-catalyzed cross-coupling reactions of α-bromoaryl NH-sulfoximines with elemental sulfur lead to benzo[d][1,3,2]dithiazole-1-oxides, which represent a new class of three-dimensional heterocycles. The reactions proceed under mild conditions showing good functional group and heterocycle tolerance. By imination/oxidation, the initial cross-coupling products can be converted to unprecedented cyclic sulfonimidamides derivatives. Furthermore, a seven-membered heterocycle was obtained by a ruthenium-catalyzed ring-expansion with ethyl propiolate.
Main Authors
Format
Articles
Research article
Published
2023
Series
Subjects
Publication in research information system
Publisher
Wiley
The permanent address of the publication
https://urn.fi/URN:NBN:fi:jyu-202302271922Use this for linking
Review status
Peer reviewed
ISSN
1615-4150
DOI
https://doi.org/10.1002/adsc.202201408
Language
English
Published in
Advanced Synthesis and Catalysis
Citation
- Wu, P., Ward, J. S., Rissanen, K., & Bolm, C. (2023). Cyclic Sulfoximine and Sulfonimidamide Derivatives by Copper‐Catalyzed Cross‐Coupling Reactions with Elemental Sulfur. Advanced Synthesis and Catalysis, 365(4), 522-526. https://doi.org/10.1002/adsc.202201408
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Additional information about funding
P. W. is grateful to the China Scholarship Council (CSC) for a predoctoral stipend, and we acknowledge the Alexander von Humboldt Foundation for support of K. R. (AvH research award). Open Access funding enabled and organized by Projekt DEAL.
Copyright© 2023 The Authors. Advanced Synthesis & Catalysis published by Wiley-VCH GmbH