title: A Novel Cathode Material for Cathodic Dehalogenation of 1,1-Dibromo Cyclopropane Derivatives.
abstract: Leaded bronze turned out to be an excellent cathode material for the dehalogenation reaction of cyclopropanes without affecting the strained molecular entity. With this particular alloy, beneficial properties of lead cathodes are conserved, whereas the corrosion of cathode is efficiently suppressed. The solvent in the electrolyte determines whether a complete debromination reaction is achieved or if the process can be selectively stopped at the monobromo cyclopropane intermediate. The electroorganic conversion tolerates a variety of functional groups and can be conducted at rather complex substrates like cyclosporine A. This approach allows the sustainable preparation of cyclopropane derivatives.
authors.affiliation: Department of Organic Chemistry, Johannes Gutenberg University Mainz, Duesbergweg 10-14, 55128 Mainz (Germany).
authors.forename: Christoph
authors.initials: C
authors.lastname: Gütz
authors.affiliation: Department of Organic Chemistry, Johannes Gutenberg University Mainz, Duesbergweg 10-14, 55128 Mainz (Germany).
authors.forename: Maximilian
authors.initials: M
authors.lastname: Selt
authors.affiliation: Chemical Research & Development, Novartis Pharma AG, Novartis Campus, Basel (Switzerland).
authors.forename: Markus
authors.initials: M
authors.lastname: Bänziger
authors.affiliation: Chemical Research & Development, Novartis Pharma AG, Novartis Campus, Basel (Switzerland).
authors.forename: Christoph
authors.initials: C
authors.lastname: Bucher
authors.affiliation: Department of Organic Chemistry, Johannes Gutenberg University Mainz, Duesbergweg 10-14, 55128 Mainz (Germany).
authors.forename: Christina
authors.initials: C
authors.lastname: Römelt
authors.affiliation: Department of Organic Chemistry, Johannes Gutenberg University Mainz, Duesbergweg 10-14, 55128 Mainz (Germany).
authors.forename: Nadine
authors.initials: N
authors.lastname: Hecken
authors.affiliation: Chemical Research & Development, Novartis Pharma AG, Novartis Campus, Basel (Switzerland).
authors.forename: Fabrice
authors.initials: F
authors.lastname: Gallou
authors.affiliation: Chemical Research & Development, Novartis Pharma AG, Novartis Campus, Basel (Switzerland).
authors.forename: Tomás R
authors.initials: TR
authors.lastname: Galvão
authors.affiliation: Department of Organic Chemistry, Johannes Gutenberg University Mainz, Duesbergweg 10-14, 55128 Mainz (Germany). waldvogel@uni-mainz.de.
authors.forename: Siegfried R
authors.initials: SR
authors.lastname: Waldvogel
keywords: cyclopropanes; dehalogenation; electrochemical reduction; leaded bronze; sustainable chemistry