title: A Major Advance in the Synthesis of Fluoroalkyl Pyrazoles: Tuneable Regioselectivity and Broad Substitution Patterns.
abstract: A novel approach towards highly functionalized fluoroalkyl pyrazoles was developed by using fluoroalkyl amino reagents in combination with a variety of fluorinated ketimines. Tuneable introduction of fluoroalkyl groups in the 3- and 5-positions was possible by using vinamidinium intermediates or the corresponding enamino ketones after hydrolysis. These high-value building blocks can give rise to a large number of analogues for bioactivity screening and discovering new heterocyclic bioactive ingredients in various life science fields.
authors.affiliation: CNRS & University of Strasbourg (ECPM), UMR CNRS 7509, LCR Bayer-CNRS C2OF, 25 Rue Becquerel, 67087, Strasbourg, France.
authors.forename: Etienne
authors.initials: E
authors.lastname: Schmitt
authors.affiliation: CNRS & University of Strasbourg (ECPM), UMR CNRS 7509, LCR Bayer-CNRS C2OF, 25 Rue Becquerel, 67087, Strasbourg, France.
authors.forename: Armen
authors.initials: A
authors.lastname: Panossian
authors.affiliation: Bayer S.A.S., 14 Impasse Pierre Baizet, BP99163, 69263, Lyon Cedex 09, France.
authors.forename: Jean-Pierre
authors.initials: JP
authors.lastname: Vors
authors.affiliation: Bayer Crop Science, Alfred-Nobel-Strasse 50, 40789, Monheim, Germany.
authors.forename: Christian
authors.initials: C
authors.lastname: Funke
authors.affiliation: Bayer Crop Science, Alfred-Nobel-Strasse 50, 40789, Monheim, Germany.
authors.forename: Norbert
authors.initials: N
authors.lastname: Lui
authors.affiliation: Bayer Crop Science, Alfred-Nobel-Strasse 50, 40789, Monheim, Germany. sergiy.pazenok@bayer.com.
authors.forename: Sergiy
authors.initials: S
authors.lastname: Pazenok
authors.affiliation: CNRS & University of Strasbourg (ECPM), UMR CNRS 7509, LCR Bayer-CNRS C2OF, 25 Rue Becquerel, 67087, Strasbourg, France. frederic.leroux@unistra.fr.
authors.forename: Frédéric R
authors.identifier: http://orcid.org/0000-0001-8900-5753
authors.initials: FR
authors.lastname: Leroux
keywords: cyclization; fluoroalkyl amino reagents; nitrogen heterocycles; regioselectivity; synthetic methods