113237-32-4Relevant academic research and scientific papers
Smiles Rearrangement in Isoquinolinium Salts
Mizuta, Hiroyuki,Naruto, Shunsuke,Nishimura, Haruki
, p. 2238 - 2242 (2007/10/02)
Hydrazinolysis of 5,6-dihydro-2,3,10-trimethoxy-13-methyl-9-(2-phthalimidoethoxy)dibenzoquinolizinium bromide (2) and 7-methoxy-1-(3,4-dimethoxybenzyl)-2-methyl-6-(2-phthalimidoethoxy)isoquinolinium bromide (17) gave 5,6-dihydro-9-(2-hydroxyethyl)amino-2,3,10-trimethoxy-13-methyldibenzoquinolizinium bromide (3) and 6-(2-hydroxyethyl)amino-7-methoxy-1-(3,4-dimethoxybenzyl)-2-methylisoquinolinium bromide (18), respectively, via the Smiles rearrangement.An additional example of these rearrangements is also described.Keywords - Smiles rearrangement; protoberberinium salt; isoquinolinium salt; tetrahydroprotoberberine
