Palladium-Catalysed Synthesis of Enantiopure 1,2,4,5-Tetrahydro-1,4-benzodiazepin-3-(3H)-one Derivatives

Synthesis of N-alkylated Benzodiazepines


I used this published synthetic method for making similar N-alkylated benzodiazepine molecules. The reaction was very reliable and good yielding in case of exact molecule but in my molecule, which was basically 1,4-benzodiazepine-2-one derivative, this  methodology did not work. The objective was to make molecules with N-1 alkyl and N-4 alkyl 1,4-benzodiazepin-2-one compounds separately so I developed synthetic methodology to first prepare 1,4-benzodiazepin-2-one in two steps (using Fe/AcOH) and then developed a method for regioselective alkylation using conventional heating and microwave conditions in one step.

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