Iron-catalyzed cycloaddition reaction of diynes and cyanamides at room temperature.
An iron-catalyzed [2 + 2 + 2] cycloaddition reaction of diynes and cyanamides at room temperature is reported. Highly substituted 2-aminopyridines were obtained in good to excellent yields with high regioselectivity. Insights toward the reaction process were investigated through in situ IR spectra and control experiments. In this iron-catalyzed cycloaddition reaction, the active iron species was generated only in the presence of both alkynes and nitriles. The lower reaction temperature, broad substrates scope, and inversed regioselectivity make it a complementary method to the previously developed iron catalytic system.
Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 457 Zhongshan Road, Dalian 116023, China.
Chunxiang
C
Wang
Dongping
D
Wang
Fen
F
Xu
Bin
B
Pan
Boshun
B
Wan
D000480:Alkynes / Q000737:chemistry*; D000631:Aminopyridines / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003484:Cyanamide / Q000737:chemistry*; D003500:Cyclization; D007501:Iron / Q000737:chemistry*; D015394:Molecular Structure; D013696:Temperature
D000480:Alkynes; D000631:Aminopyridines; D003484:Cyanamide; D007501:Iron; C032439:alpha-aminopyridine