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Cyclopropanes with Thiochalcones.pdf (1.2 MB)

(4+3)-Cycloaddition of Donor-Acceptor Cyclopropanes with Thiochalcones: A Diastereoselective Access to Tetrahydrothiepines

preprint
submitted on 08.10.2019 and posted on 11.10.2019 by André U. Augustin, J. Luca Merz, Peter G. Jones, Grzegorz Mloston, Daniel Werz
A general approach is described for the formation of tetrahydrothiepines using donor-acceptor cyclopropanes. Thiochalcones, functioning as sulfur-containing four-atom building blocks, were reacted in a Lewis-acid-catalyzed formal (4+3)-cycloaddition reaction with donor-acceptor cyclopropanes as three-atom building blocks. Under mild conditions various tetrahydrothiepines were synthesized in good yields in a stereosepecific reaction with high functional group tolerance.

History

Email Address of Submitting Author

d.werz@tu-braunschweig.de

Institution

Technische Universität Braunschweig

Country

Germany

ORCID For Submitting Author

0000-0002-3973-2212

Declaration of Conflict of Interest

No conflict of interest

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