56745-22-3Relevant articles and documents
Gram-Scale, Cheap, and Eco-Friendly Iron-Catalyzed Cross-Coupling between Alkyl Grignard Reagents and Alkenyl or Aryl Halides
Cahiez, Gérard,Lefèvre, Guillaume,Moyeux, Alban,Guerret, Olivier,Gayon, Eric,Guillonneau, Lo?c,Lefèvre, Nicolas,Gu, Qinzhuo,Zhou, Edouard
supporting information, p. 2679 - 2683 (2019/04/30)
A new robust methodology for gram-scale iron-catalyzed cross-coupling between alkyl Grignard reagents and alkenyl or aryl halides is developed. This method does not require toxic additives such as NMP or expensive ligands. Its efficiency relies on the use of simple alkoxide magnesium salts as additives. On the basis of these results, a new procedure for one-pot synthesis of substituted benzamides from chloroesters is also proposed.
Iron thiolate complexes: Efficient catalysts for coupling alkenyl halides with alkyl grignard reagents
Cahiez, Gerard,Gager, Olivier,Buendia, Julien,Patinote, Cindy
supporting information; experimental part, p. 5860 - 5863 (2012/07/01)
Ironing out the kinks: Efficient new catalytic systems based on iron thiolates are described for the iron-catalyzed cross-coupling of alkyl Grignard reagents with alkenyl halides (see scheme). The reaction is highly chemo- and stereoselective. With this new procedure, the use of N-methylpyrrolidone as a co-solvent is no longer required. Copyright
Highly stereo and chemoselective iron-catalyzed alkenylation of organomagnesium compounds
Cahiez, Gerard,Avedissian, Hovsep
, p. 1199 - 1205 (2007/10/03)
In the presence of Fe(acac)3, Grignard reagents react readily with alkenyl halides (X = I, Br or Cl) in a THF/NMP mixture to give the cross-coupling products in high yields with an excellent stereoselectivity (≤99.5%). The scope of the reaction is very broad since a vast array of functional groups are tolerated (esters, nitriles, aromatic or aliphatic halides and even ketones). The procedure reported herein is an interesting alternative to the classical Pd- or Ni-catalyzed reactions, especially for preparative organic chemistry.