148
R 1
O
HP
5 mol% AgNO 3
2 equiv K 2 S 2 O 8
0.4 eq. TEMPO
Toluene, 100 °C
R 2
R
3
+
R 1
POR
2
R
3
PO(OEt) 2
Br
58%
PO(OEt) 2
Cl
55%
PO(OEt) 2
Me
71%
PO(OEt) 2
MeO
58%
PO(OiBu) 2
65%
POPh 2
79%
POPh 2
NC
53%
POPh 2
Ac
58%
PO(OEt) 2
68%
R 1
O
PR 2 H
O
PR 2
AgNO 3
[O]
- TEMPOH
R
1
POPh 2
TEMPO
R 1
POPh 2
TEMPO
R
1
POPh 2
Scheme 4.70 Oxidative radical coupling between styrenes and H-phosphonate
W. Liu
R 1
O
HP
5 mol% AgNO 3
2 equiv K 2 S 2 O 8
0.4 eq. TEMPO
Toluene, 100 °C
R 2
R
3
+
R 1
POR
2
R
3
PO(OEt) 2
Br
58%
PO(OEt) 2
Cl
55%
PO(OEt) 2
Me
71%
PO(OEt) 2
MeO
58%
PO(OiBu) 2
65%
POPh 2
79%
POPh 2
NC
53%
POPh 2
Ac
58%
PO(OEt) 2
68%
R 1
O
PR 2 H
O
PR 2
AgNO 3
[O]
- TEMPOH
R
1
POPh 2
TEMPO
R 1
POPh 2
TEMPO
R
1
POPh 2
Scheme 4.70 Oxidative radical coupling between styrenes and H-phosphonate
W. Liu