66192-41-4

Upstream product

• 267669-12-5 2-methyl-1,2-dihydro-3H-2-benzazepin-3-one 
• 621-82-9 Cinnamic acid 
• 149098-91-9 (E)-N-benzyl-N-methyl-3-phenylprop-2-enamide 
• 102-92-1 cinnamoyl chloride 
• 140-10-3 (E)-3-phenylacrylic acid 
• 1493-13-6 trifluorormethanesulfonic acid 
• 103-67-3 benzyl-methyl-amine 
• 102-92-1 Cinnamoyl chloride 

Relevant academic research and scientific papers

The triflic acid-mediated cyclisation of N-benzylcinnamanilides

N-Benzylcinnamanilides cyclise with triflic acid to form 1-benzyl-4-aryl-2,4-dihydro-1H-quinolin-2-ones and 2,5-diaryl-benzazepin-3-ones. The product ratio is determined by the preferred orientation of the amide and by the electronics of the substituents. With ortho-substituted anilides, N-debenzylation also occurs to give 4-aryl-2,4-dihydro-1H-quinoline-2-ones.

The triflic acid-mediated cyclisation of N-benzyl-cinnamamides

N-Benzyl-cinnamamides cyclise with triflic acid to form 5-aryl-benzazepinones and/or cinnamamides.

Aryl-and heteroaryl-substituted tetrahydrobenzazepines and use thereof to block reuptake of norepinephrine, dopamine, and serotonin

The compounds of the present invention are represented by the following aryl- and heteroaryl-substituted tetrahydrobenzazepine and dihydrobenzazapine derivatives having formulae I(A-E) and formula (II): where the carbon atom designated * is in the R or S configuration, and the substituents X and R1-R9 are as defined herein.