Mizoroki-Heck Reaction

Mechanism of the Mizoroki-Heck Reaction

Original publication | |
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Reviews |
Sample reactions

HCO2H, PdCl2.2MeCN
DMF, Et3N
60 °C, 60 min, 93%



i-Pr2NEt, Pd(OAc)2, Et3NBn+ Cl-
DMF
80 °C, , 45%


Et3N, Pd2(dba)3.CHCl3, Ag3PO4
THF
66 °C, 13 h, 70%


K2CO3, Pd(PPh3)4
MeCN
90 °C, , 46%


Et3N, Pd2(dba)3
DMF
140 °C, 5 h, 60%


Pd(CF3CO2)2(PPh3)2, 1,2,2,6,6-Pentamethylpiperidine
PhMe
120 °C, , 60%


Pd(OAc)2, dppp, Ag2CO3
PhMe
107 °C, 24 h, 91%


Pd(OAc)2, dppp, Ag2CO3
PhMe
107 °C, 4 h, 65%
"The yield was 74 % brsm."


Pd(OAc)2, Ph3P, Ag2CO3
PhMe
80 °C, 60 min, 66%


Et3N, Pd(OAc)2, Et3NBn+ Cl-
DMF
80 °C, 30 min, 66%


NaOAc, Pd(OAc)2, Ph3P, n-Bu4N+ Cl-
DMF, H2O
125 °C, 4 h, 84%


K2CO3, Pd(OAc)2, n-Bu4N+ Cl-
DMF
70 °C, 3 h, 74%


K2CO3, Pd(OAc)2, n-Bu4N+ Cl-
DMF
70 °C, 4 h, 68%


Pd(OAc)2, Ph3P
Et3N
90 °C, 2 h, 85%


Pd(OAc)2, Ph3P
Et3N
90 °C, 90 min, 53%


Pd(OAc)2, Ag2CO3, Me2PPh
DMSO
90 °C, 17 h, 87%
"Cristallized to >99:01 er (73 % yield)."


i-Pr2NEt, Pd(OAc)2, Ph3P
DMSO
80 °C, 90 min, 46%


K2CO3, Pd(OAc)2, Ph3P, n-Bu4N+ Cl-
DMF
70 °C, 30 min, 48%


NaHCO3, Pd(OAc)2, n-Bu4N+ Cl-
EtOAc
RT, 24 h, 58%



HCO2H, Pd(OAc)2, Ph3P, Piperidine
DMF
70 °C, 6.5 h, 35%


Et3N, Pd(OAc)2
PhMe
Reflux, 6 h, 87%


Pd(OAc)2, Ph3P, TlOAc
DMF
130 °C, 24 h, 93%


AgNO3, Pd(OAc)2, n-Bu4N+ Cl-, HCO2Na
NMP
RT, 3 h, 93%


Pd(OAc)2, 1,2,2,6,6-Pentamethylpiperidine
PhMe
170 °C, 45 min, 87%
"99% ee"
