Table 1. Synthesis of 2-Arylidenindan-1,3-dione by the Reaction of Indan-1,3-dione with Benzaldehyde under Various Conditions in the Presence of 2-HEAFa.
entry | 2-HEAF (mmol) | solvent | temp. (°C) | time | yield (%)b |
---|---|---|---|---|---|
1 | 0.0 | r.t. | 72 h | 25 | |
2 | 0.0 | EtOH | r.t. | 24 h | 25 |
3 | 0.0 | EtOH | reflux | 24 h | 25 |
4 | 11.2 | r.t. | 1 min | 80 | |
5 | 5.6 | r.t. | 1 min | 80 | |
6 | 1.1 | r.t. | 1 min | 85 | |
7 | 0.1 | r.t. | 1 min | 98 |
Reaction conditions: benzaldehyde (0.25 mmol), indan-1,3-dione (0.25 mmol), and 2-HEAF.
Yields refer to the pure isolated products.