Table 4.
| ||||
---|---|---|---|---|
entry | amide | AlkI(Br) | major product | yield, % |
1 | i-Butyl iodide | 58 | ||
2 | n-Octyl iodide | 47 | ||
3 | n-Propyl iodide | 77 | ||
4 | 45 | |||
5 | benzyl bromide | 64 |
Amide (1 equiv), Pd(OAc)2 (0.05 equiv), base (2.5-3.5 equiv), pivalic acid (0.2 equiv), and RI or RBr (3-4 equiv) Yields are isolated yields. See the Supporting Information for details.