jo6b01935_si_003.cif (593.99 kB)
Synthesis of Substituted 2,3-Benzodiazepines
dataset
posted on 2016-10-07, 00:00 authored by Chieh-Kai Chan, Yu-Lin Tsai, Yi-Ling Chan, Meng-Yang ChangA new,
four-step synthetic route for substituted 2,3-benzodiazepines 1, starting from aldehyde 4, was developed with
excellent overall yields. This route included the 1,2-addition of
various aromatic Grignard reagents to 4, PCC oxidation,
and aerobic Wacker-type oxidation of the olefinic group of 6, followed by condensation of the resulting 1,5-dicarbonyl 7 with N2H4. Isoquinolones 9 were obtained when an aldehyde group was used instead of a ketone.
The key structures were confirmed by X-ray single-crystal diffraction
analysis.