183791-67-5

Upstream product

• 80360-20-9 1-(phenylsulfonyl)indole-3-carbaldehyde 
• 103421-61-0 3-amino-1-methyl-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one 

Relevant academic research and scientific papers

Spiro(Pyrrolidinyl-2,3'-benzodiazepines) related to MK-329

Imines of 1-methyl-3-amino-1,3-dihydro-5-phenyl-(2H)-1,4-benzodiazepine-2-one undergo thermal (toluene, 110°C) or LiBr-DBU catalysed (MeCN, room temperature) regio- and stereo-specific cycloaddition to a range of achiral and chiral dipolarophiles giving racemic and homochiral spiro (pyrrolidinyl-2,3'-benzodiazepine) cycloadducts respectively in excellent yield. The reactions proceed via intermediate NH azomethine ylides and litho azomethine ylides respectively.

Synthesis of some novel spiro benzodiazepines including a pyrolidine ring

Some novel spiro-benzodiazepines derivatives were prepared via thermal and metal catalysed imine-azomethine ylide-1,3-dipolar cycloaddition cascades reactions. This substrate allows the influence of the new stereocentres on the cascade to be assessed with respect to the configuration of the azomethine ylide that is generated and the facial selectivity of the subsequent cycloaddition.