479191-79-2

Upstream product

• 95-14-7 1,2,3-Benzotriazole 
• 50-00-0 formaldehyd 
• 479191-75-8 (2R,5S)-5-benzyl-3-(4-methylphenyl)-2-phenyltetrahydro-4H-imidazol-4-one 
• 121632-87-9 tert-butyl N-[(1S)-1-benzyl-2-oxo-2-(4-toluidino)ethyl]carbamate 
• 21171-98-2 (2S)-2-amino-N-(4-methylphenyl)-3-phenylpropanamide 
• 106-49-0 p-toluidine 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 

Relevant academic research and scientific papers

Novel syntheses of enantiopure hexahydroimidazo[1,5-b]isoquinolines and tetrahydroimidazo[1,5-b]isoquinolin-1(5H)-ones via iminium cation cyclizations

Condensations of chiral diamines 11a-c with benzotriazole and formaldehyde gave benzotriazolyl intermediates 12a-c; similar condensations of α-amino-amides 10a-c with benzotriazole and paraformaldehyde gave 14a-c. Subsequent treatment of 12a-c and 14a-c with AlCl3 led to enantiopure tricyclic 1,2,3,5,10,10a-hexahydroimidazo[1,5-b]isoquinolines 1a-c and 2,3,10,10a-tetrahydroimidazo[1,5-b]isoquinolin-1(5H)-ones 15a-c, respectively, via Lewis acid promoted iminium cation cyclizations.