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.
Department of Synthetic Chemistry and Biological Chemistry, Kyoto University, Katsura, Kyoto, Japan.
Tomoya
T
Miura
Motoshi
M
Yamauchi
Masahiro
M
Murakami
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