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Chemoselective Chromium(II)‐Catalyzed Cross‐Coupling Reactions of Dichlorinated Heteroaromatics with Functionalized Aryl Grignard Reagents
Authors:Dr Andreas K Steib  Dr Olesya M Kuzmina  Sarah Fernandez  Dr Sushant Malhotra  Prof Paul Knochel
Institution:1. Department of Chemistry, Ludwig‐Maximilians‐Universit?t, Butenandtstrasse 5–13, 81377 Munich (Germany);2. Discovery Chemistry, Genentech Inc. 1 DNA Way, South San Francisco, California 94080 (USA)
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.
Keywords:chromium  cross‐coupling  magnesium  nitrogen heterocycles
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