140473-22-9

Upstream product

• 91-22-5 quinoline 
• 99-73-0 para-bromophenacyl bromide 
• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 128256-28-0 C₁₄H₁₂Br₂N₂O₂S 

Relevant academic research and scientific papers

Synthesis of imidazo[1,2-a]pyridines from pyridines and p-bromophenacyl bromide O-methyloxime

p-Bromophenacyl bromide O-methyloxime reacts with pyridines in acetone to form the corresponding pyridinium salts which, when heated in methanol in the presence of Et3N, undergo cyclization followed by elimination of MeOH to give imidazo[1,2-a]pyridines.

Three Sequential C-N Bond Formations: Tert-Butyl Nitrite as a N1 Synthon in a Three Component Reaction Leading to Imidazo[1,2-a]quinolines and Imidazo[2,1-a]isoquinolines

tert-Butyl nitrite serves the dual role of an oxidant as well as a N1 synthon in a multicomponent reaction involving quinolines, isoquinolines, and styrenes. Herein, two sp2 C-H functionalizations of styrenes and one sp2 C-H functionalization of quinolines and isoquinolines lead to the formation of fused quinolines and isoquinolines via three sequential C-N bond formations.

REACTION OF α-BROMOACETOPHENONE PHENYLSULFONYLHYDRAZONES. A NEW SYNTHETIC ROUTE TO 2-ARYLIMIDAZOISOQUINOLINES AND -QUINOLINES

2-Arylimidazoisoquinolines and -quinolines were obtained in good to moderate yields by the reaction of the title hydrazones with isoquinoline and quinoline, respectively.

Antireproductive imidazo[2,1-a]isoquinoline compounds

Novel tricyclic compounds containing two ring notrogen atoms and represented by the following formula I STR1 wherein: A is one of the groups --CH2 --; --CH=CH--; and --CH2 --CH2 --; R is hydrogen, lower alkyl, lower alkoxy, lower alkenyloxy, lower alkynyloxy, cyclo(C3-6 alkyl)oxy, hydroxy, benzyloxy, halo, sulfamoyl, cyano, trifluoromethyl or nitro; R1 is hydrogen, lower alkoxy or halo; or R and R1 taken together are methylenedioxy; the sequence STR2 is one of the following moieties: STR3 WHEREIN R2 is hydrogen or lower alkyl; R3 is hydrogen or lower alkyl; R4 is hydrogen, methyl, carboxy, carbo(lower alkoxy), carbamyl, mono- or di-(lower alkyl) carbamyl or hydroxymethyl; provided that when the sequence STR4 is one of the moieties a) and b) wherein R2 is hydrogen or lower alkyl, A is not --CH=CH--; when the sequence STR5 is one of the moieties (a) and (b) wherein R2 is hydrogen, A is not --CH2 --; and when the sequence STR6 is one of the moieties (c) and (d) wherein R3 is hydrogen and when both R and R1 are hydrogen, A is not --CH=CH--; and the salts thereof with a non-toxic pharmaceutically-acceptable acid. The compounds of the invention have antireproductive activity.