Table 3.
Scope of Heterocyclic Diarylmethanes in the Allylic Substitutiona
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---|---|---|---|---|---|---|
Entry | Pronucleophlles | Base | Products | Yieldb (%) | ||
1c | ![]() |
1a | NaN(SiMe3)2 | ![]() |
3aa | 99 |
2c | ![]() |
1b | LiN(SiMe3)2 | ![]() |
3ba | 99 |
3 | ![]() |
1c | KN(SiMe3)2 | ![]() |
3ca | 91 |
4 | ![]() |
1d | NaN(SiMe3)2 | ![]() |
3da | 82 |
5d | ![]() |
1e | NaN(SiMe3)2 | ![]() |
3ea | 80 |
6 | ![]() |
1f | NaN(SiMe3)2 | ![]() |
3fa | 93 |
7 | ![]() |
1g | LiN(SiMe3)2 | ![]() |
3ga | 85 |
Reaction conducted on a 0.1 mmol scale with 1 equiv of 1 and 2 equiv of 2a at 0.1 M .
Isolated yield after chromatographic purification.
1 mol % Pd(COD)Cl2, 1.5 mol % Xantphos.
2.5 equiv of NaN(SiMe3)2 and 2.5 equiv of 15-crown-5.