title: [4+3] Cycloaddition of Donor-Acceptor Cyclopropanes with Amphiphilic Benzodithioloimine as Surrogate for ortho-Bisthioquinone.
abstract: Donor-acceptor cyclopropanes were reacted with amphiphilic benzodithioloimine to give seven-membered heterocycles with two sulfur atoms. Formally, this transformation can be regarded as a [4+3] cycloaddition reaction of the three-membered ring and ortho-bisthioquinone. The benzodithioloimine serves as a surrogate for this highly reactive diene. The structure of the products was confirmed by X-ray crystallography. Broad signals in (13) C NMR studies suggest that several conformers, slowly interconverting on the NMR timescale, are present at room temperature.
authors.affiliation: Technische Universität Braunschweig, Institute of Organic Chemistry, Hagenring 30, 38106 Braunschweig (Germany) http://www.werzlab.de.
authors.forename: Lennart K B
authors.initials: LK
authors.lastname: Garve
authors.affiliation: Technische Universität Braunschweig, Institute of Organic Chemistry, Hagenring 30, 38106 Braunschweig (Germany) http://www.werzlab.de.
authors.forename: Martin
authors.initials: M
authors.lastname: Pawliczek
authors.affiliation: Technische Universität Braunschweig, Institute of Organic Chemistry, Hagenring 30, 38106 Braunschweig (Germany) http://www.werzlab.de.
authors.forename: Jan
authors.initials: J
authors.lastname: Wallbaum
authors.affiliation: Technische Universität Braunschweig, Institute of Inorganic and Analytical Chemistry, Hagenring 30, 38106 Braunschweig (Germany).
authors.forename: Peter G
authors.initials: PG
authors.lastname: Jones
authors.affiliation: Technische Universität Braunschweig, Institute of Organic Chemistry, Hagenring 30, 38106 Braunschweig (Germany) http://www.werzlab.de. d.werz@tu-braunschweig.de.
authors.forename: Daniel B
authors.initials: DB
authors.lastname: Werz
keywords: Lewis acids; cycloaddition; cyclopropanes; heterocycles