Sonogashira Coupling

Mechanism of the Sonogashira Coupling

Sample reactions


CuI, n-PrNH2, Pd(PPh3)4
PhH
16 °C, 4 h, 76%


CuI, Pd(PPh3)2Cl2, Trimethylsilylacetylene
Et3N
RT, 60 min, 98%


CuI, Et3N, Pd(PPh3)4, VinylBr
PhMe
RT, 4.5 h, 41%


CuI, Et2NH, Pd(PPh3)2Cl2, Trimethylsilylacetylene
PhH
RT, 38 h, 86%



CuI, Et2NH, Pd(PPh3)2Cl2
PhH
RT, 40 h, 57%


CuI, Et2NH, Pd(PPh3)2Cl2, VinylBr
PhH
RT, 16 h, 70%



CuI, Pd(PPh3)2Cl2
Et2NH
RT, 16 h, 94%


CuI, Et3N, Pd(PPh3)4
DMF
80 °C, 2 d, 78%
