Yields obtained in the synthesis of 1,5-benzodiazepines and 3.4-dihydroquinoxalines using deuterated acetonea.
Starting material | X | Product | R1 | R2 | R3 | R4 | Acetone-d6 yield% (time) |
---|---|---|---|---|---|---|---|
6a | O | 10g | H | H | Tetramethylbutyl | CD3 | 57 (24 h) |
6a | O | 10h | H | H | Cyclohexyl | CD3 | 61 (24 h) |
6a | O | 11i | H | H | t-Bu | CD3 | 70 (24 h) |
6c | O | 11j | Cl | Cl | t-Bu | CD3 | 72 (24 h) |
6c | O | 11k | Cl | Cl | Tetramethylbutyl | CD3 | 80 (24 h) |
Reaction conditions: isocyanide 2 (1 eq.), deuterated acetone 3c (2 eq.) and benzimidazole derivative 6 (1 eq.) were stirred at room temperature for 24 h.