Table 2. Isomerization of Substituted 2-(3-Butenyl)-benzoic Acids.
entry | R, reactant | product | yield (%)a |
---|---|---|---|
1 | 3-CH3, 2a | 2b | 76 |
2 | 4-CH3, 3a | 3b | 85 |
3 | 5-CH3, 4a | 4b | 81 |
4 | 6-CH3, 5a | 5b | 83 |
5 | 4-F, 6a | 6b | 79 |
6 | 5-F, 7a | 7b | 56 |
7 | 4-Cl, 8a | 8b | 92 |
8 | 5-Cl, 9a | 9b | 97 |
9 | 3-OMe, 10a | 10b | 30 |
10 | 4-OMe, 11a | 11b | 97 |
11 | 6-OMe, 12a | 12b | 81 |
12 | 3-NO2, 13a | 13b | 0 |
13 | 4-OH, 6-OH, 14a | 14b | 0 |
14 | 4-OAc, 6-OAc, 15a | 15b | 92 |
Isolated yield.