Facile one-pot synthesis of 4,5-disubstituted 1,2,3-(NH)-triazoles through Sonogashira coupling/1,3-dipolar cycloaddition of acid chlorides, terminal acetylenes, and sodium azide.
A novel and efficient way of synthesizing 4,5-disubstituted-1,2,3-(NH)-triazoles through palladium-catalyzed and ultrasonic promoted Sonogashira coupling/1,3-dipolar cycloaddition of acid chlorides, terminal acetylenes, and sodium azide in one pot is developed. The reaction scope is quite general, and the methodology can produce excellent yields. The regioselective 1,4,5-trisubstituted-1,2,3-(NH)-triazoles can be made easily from 4,5-disubstituted-1,2,3-(NH)-triazoles.
Li
Jihui
J
State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Gansu Lanzhou 730000, PR China.
Wang
Dong
D
Zhang
Yuanqing
Y
Li
Jiting
J
Chen
Baohua
B
D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D002712:Chlorides / Q000737:chemistry; D003500:Cyclization; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D019810:Sodium Azide; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry
D000480:Alkynes; D002712:Chlorides; D014230:Triazoles; D010165:Palladium; D019810:Sodium Azide