Copper-catalyzed synthesis of phenanthridine derivatives under an oxygen atmosphere starting from biaryl-2-carbonitriles and Grignard reagents.
A copper-catalyzed synthesis of phenanthridine derivatives was developed starting from biaryl-2-carbonitriles and Grignard reagents. The present transformation is carried out by a sequence of nucleophilic addition of Grignard reagents to biaryl-2-carbonitriles to form N-H imines and their Cu-catalyzed C-N bond formation on the aromatic C-H bond, where molecular oxygen is a prerequisite to achieve the catalytic process.
Zhang
Line
L
Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore.
Ang
Gim Yean
GY
Chiba
Shunsuke
S
D001272:Atmosphere / Q000737:chemistry; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003300:Copper / Q000737:chemistry*; D007202:Indicators and Reagents; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry*; D010100:Oxygen / Q000737:chemistry; D010617:Phenanthridines / Q000138:chemical synthesis* / Q000737:chemistry
D007202:Indicators and Reagents; D009570:Nitriles; D010617:Phenanthridines; D003300:Copper; D010100:Oxygen