Stille Coupling

Mechanism of the Stille Coupling

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Reviews |
Sample reactions

(Me3Sn)2, LiCl, Pd(PPh3)4
THF
60 °C, , 80%



CO, LiCl, Pd2(dba)3, Ph3As
3.5 atm
NMP
70 °C, , 80%


CuCl, Pd(PPh3)4, CuCl2
DMSO
60 °C, 2 h, 82%


LiCl, Pd(PPh3)4
THF
RT, 7 d


n-Bu3SnH, Pd(PPh3)4
THF
RT, 60 min, 86%


Pd(PPh3)4, VinylSnBu3
Dioxane
100 °C, 16 h, 91%



CuCl, LiCl, Pd(PPh3)4
DMSO
RT, 10 min, 53% (3 steps)



CuCl, LiCl, Pd(PPh3)4
DMSO
60 °C, 60 min, 61% (3 steps)


n-Bu3SnH, Pd(PPh3)4
PhMe
RT, 20 min, 88%



i-Pr2NEt, Pd2(dba)3
NMP
RT, 22 h, 62%


Pd(PPh3)4, (n-Bu3Sn)2
PhMe
110 °C, 24 h, 70%



CuI, Pd2(dba)3.CHCl3, Ph3As
DMF
RT, 48 h, 100%



PdCl2.2MeCN
DMF
RT, ON, 68%



Pd(PPh3)2Cl2
DMF
90 °C, 5 h, 74%


Pd2(dba)3, Ph3As, CuBr.Me2S
DMSO, THF
RT, 1 h, 78%


LiCl, Pd2(dba)3, VinylSnBu3, (2-Furyl)3P
NMP
RT, 1 h, 69%



Pd2(dba)3
CH2Cl2
RT, 3 h, 60%
