Table 1.
Entry | Conditionsa | Yieldb |
---|---|---|
1 | (+)Pt/(−)Pt, DIEA (5 eq.), DCE, 1 h | 32%c |
2 | (+)Pt/(−)Pt, DIEA (5 eq.) THF, 45 min |
35% (α : β = 1:2.1)c |
3 | (+)Zn/(−)Pt, DIEA (5 eq.) THF, 30 min |
94% (α : β = 1 : 1.3) |
4 | (+)Zn/(−)C, DIEA (5 eq.) THF, 30 min |
22% (α : β = 1 : 1.3) |
5 | (+)Zn/(−)Sn, DIEA (5 eq.) THF, 30 min |
84% (α : β = 1 : 1.5) |
6 | (+)Mg/(−)Sn, DIEA (5 eq.) THF, 30 min |
66% (α : β = 1 : 1.2) |
7d | (+)Zn/(−)Sn, DIEA (3 eq.) THF, 1 h |
93% (α : β = 1 : 1.3) |
8d | (+)Zn/(−)Sn, NEt3 (3 eq.) THF, 1 h |
93% (α : β = 1 : 1.6) |
9 | (+)Zn/(−)Sn, no base THF, 1 h |
67% (α : β = 1 : 1.2) |
The reactions were carried on 0.1 mmol scale.
Represents isolated yield.
Determined by 19F NMR with trifluorotoluene as internal standard.
TBAClO4 = 0.15M