Premium
Chemoselective Chromium(II)‐Catalyzed Cross‐Coupling Reactions of Dichlorinated Heteroaromatics with Functionalized Aryl Grignard Reagents
Author(s) -
Steib Andreas K.,
Kuzmina Olesya M.,
Fernandez Sarah,
Malhotra Sushant,
Knochel Paul
Publication year - 2015
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201405275
Subject(s) - aryl , chemistry , reagent , catalysis , ether , coupling reaction , chromium , chemoselectivity , organic chemistry , solvent , chloride , grignard reaction , combinatorial chemistry , medicinal chemistry , alkyl
Abstract Chromium(II) chloride catalyzes the chemoselective cross‐coupling reaction of dichloropyridines with a range of functionalized (hetero)aromatic Grignard reagents at room temperature. Functional groups, such as esters and acetals, are well tolerated in this transformation. Previously challenging substrates, quinolines and isoquinolines, participate in the selective Cr‐catalyzed cross‐coupling in cyclopentyl methyl ether (CPME) as the solvent. The effective purging of Cr salts is demonstrated by using various solid supports.