Optimization of reaction conditions with the FC/AC catalyzed 1,5-benzodiazepine synthesisa.
| ||||
|---|---|---|---|---|
| Entry | Catalyst | Catalyst dosage (wt%) | Conv./sel.b (%) | Yieldb (%) |
| 1 | Without catalyst | 0 | 0/0 | 0 |
| 2 | 5 wt% FC/AC | 10 | 57/87 | 50 |
| 3 | 10 wt% FC/AC | 10 | 99/91 | 90 |
| 4 | 15 wt% FC/AC | 10 | 98/91 | 89 |
| 5 | 20 wt% FC/AC | 10 | 98/92 | 90 |
| 6 | 10 wt% FC/AC | 20 | 90/94 | 85 |
| 7 | 10 wt% FC/AC | 30 | 94/93 | 87 |
Reaction conditions: all reactions proceeded with 1 mmol o-phenylenediamine (OPDA), 2.2 mmol ketone, and FC/AC catalyst under solvent-free condition for 8 h.
Yield refers to isolated product which characterized by 1H NMR, 13C NMR.
Relative polarity of the solvents.