Table 2. Optimization of the Michael Adduct Formation between Chalcone (13a) and Lactone 2a.
entry | NBu4Br (equiv) | base (equiv) | molarity [2a] | time (h) | yield (%)a |
---|---|---|---|---|---|
1 | K2CO3 (1.0) | 0.337 | 24 | -b | |
2 | 0.20 | K2CO3 (1.0) | 0.337 | 2 | 90 |
3 | 0.05 | K2CO3 (1.0) | 0.337 | 2 | 88 |
4 | 0.05 | K2CO3 (0.10) | 0.337 | 2.5 | 86 |
5 | 0.01 | K2CO3 (0.01) | 0.675 | 48 | 88 |
6 | 0.10 | K2CO3(0.10) | 0.675 | 5 | 97 |
7 | 0.10 | Li2CO3 (0.10) | 0.675 | 36 | 80 |
Isolated yield.
Starting materials recovered.