Sandmeyer-Type Trifluoromethylthiolation and Trifluoromethylselenolation of (Hetero)Aromatic Amines Catalyzed by Copper.
Aromatic and heteroaromatic diazonium salts were efficiently converted into the corresponding trifluoromethylthio- or selenoethers by reaction with Me4 NSCF3 or Me4 NSeCF3 , respectively, in the presence of catalytic amounts of copper thiocyanate. These Sandmeyer-type reactions proceed within one hour at room temperature, are applicable to a wide range of functionalized molecules, and can optionally be combined with the diazotizations into one-pot protocols.
FB Chemie-Organische Chemie, Technische Universität Kaiserslautern, Erwin-Schrödinger-Strasse, Geb. 54, 67663 Kaiserslautern (Germany) http://www.chemie.uni-kl.de/goossen.
Christian
C
Matheis
FB Chemie-Organische Chemie, Technische Universität Kaiserslautern, Erwin-Schrödinger-Strasse, Geb. 54, 67663 Kaiserslautern (Germany) http://www.chemie.uni-kl.de/goossen.
Victoria
V
Wagner
FB Chemie-Organische Chemie, Technische Universität Kaiserslautern, Erwin-Schrödinger-Strasse, Geb. 54, 67663 Kaiserslautern (Germany) http://www.chemie.uni-kl.de/goossen. goossen@chemie.uni-kl.de.
Lukas J
LJ
Goossen
Sandmeyer reaction; copper; fluorine; fluoroalkylthiolation; synthetic methods