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. 2022 May 17;12(23):14740–14756. doi: 10.1039/d2ra00202g

Optimization of reaction conditions with the FC/AC catalyzed 1,5-benzodiazepine synthesisa.

graphic file with name d2ra00202g-u1.jpg
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
a

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.

b

Yield refers to isolated product which characterized by 1H NMR, 13C NMR.

c

Relative polarity of the solvents.