Synthesis of 1(2H)-isoquinolones by the nickel-catalyzed denitrogenative alkyne insertion of 1,2,3-benzotriazin-4(3H)-ones.
1,2,3-Benzotriazin-4(3H)-ones reacted with internal and terminal alkynes in the presence of a nickel(0)/phosphine catalyst to give a wide range of substituted 1(2H)-isoquinolones in high yield. The reaction proceeded through denitrogenative activation of the triazinone moiety and the following insertion of alkynes.
Miura
Tomoya
T
Department of Synthetic Chemistry and Biological Chemistry, Kyoto University, Katsura, Kyoto, Japan.
Yamauchi
Motoshi
M
Murakami
Masahiro
M
D000480:Alkynes / Q000737:chemistry*; D001555:Benzene Derivatives / Q000138:chemical synthesis*; D002384:Catalysis; D007546:Isoquinolines / Q000138:chemical synthesis*; D015394:Molecular Structure; D009532:Nickel / Q000737:chemistry*; D013237:Stereoisomerism; D014227:Triazines / Q000138:chemical synthesis*
D000480:Alkynes; D001555:Benzene Derivatives; D007546:Isoquinolines; D014227:Triazines; D009532:Nickel