Rh(III)-Catalyzed Halogenation of Vinylic C-H Bonds: Rapid and General Access to Z-Halo Acrylamides
Nadine Kuhl, Nils Schröder and Frank Glorius*
*Organisch-Chemisches Institut, Westfälische
Wilhelms-Universität Münster, Corrensstrasse 40, 48149 Münster, Germany, Email:
glorius
uni-muenster.de
N. Kuhl, N. Schröder, F. Glorius, Org. Lett., 2013, 15, 3860-3863.
DOI: 10.1021/ol4015915
Abstract
A regio- and stereoselective iodination, along with some examples for bromination, of readily available acrylamides proceeds under mild conditions via a Rh(III)-catalyzed C-H-activation/halogenation mechanism. The reaction represents a rare example of a direct halogenation of electron-poor acrylic acid derivatives to access a variety of differently substituted Z-haloacrylic acid derivatives.
see article for more examples
Key Words
iodination, bromination, NIS, NBS
ID: J54-Y2013
