Cobalt-catalyzed cross-coupling between in situ prepared arylzinc halides and 2-chloropyrimidine or 2-chloropyrazine.
A cobalt-catalyzed cross-coupling of aryl halides with 2-chloropyrimidines or 2-chloropyrazines is reported in satisfactory to high yields. The key step of this procedure is the formation of aromatic organozinc reagents and their coupling with 2-chlorodiazines using the same cobalt halide as catalyst and Zn dust under mild reaction conditions. This new cobalt-catalyzed coupling reaction represents a practical and interesting alternative to previously known methods for the synthesis of 2-aryldiazines.
Bégouin
Jeanne-Marie
JM
Institut de Chimie et des Matériaux Paris Est, ICMPE, CNRS-Université Paris 12 Val de Marne, UMR7182, 2-8 rue Henri Dunant, 94320 Thiais, France.
Gosmini
Corinne
C
D002384:Catalysis; D003035:Cobalt / Q000737:chemistry*; D003432:Cross-Linking Reagents; D006843:Hydrocarbons, Chlorinated / Q000737:chemistry*; D007202:Indicators and Reagents / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D011719:Pyrazines / Q000138:chemical synthesis* / Q000737:chemistry*; D011743:Pyrimidines / Q000138:chemical synthesis* / Q000737:chemistry*; D013329:Structure-Activity Relationship; D017967:Zinc Compounds / Q000138:chemical synthesis* / Q000737:chemistry*
C542780:2-chloropyrazine; C542779:2-chloropyrimidine; D003432:Cross-Linking Reagents; D006843:Hydrocarbons, Chlorinated; D007202:Indicators and Reagents; D011719:Pyrazines; D011743:Pyrimidines; D017967:Zinc Compounds; D003035:Cobalt