15547-50-9Relevant articles and documents
Efficient and practical one-pot conversions of n- tosyltetrahydroisoquinolines into isoquinolines and of N-tosyltetrahydro-β- carbolines into β-carbolines through tandem β-elimination and aromatization
Dong, Jing,Shi, Xiao-Xin,Yan, Jing-Jing,Xing, Jing,Zhang, Qiang,Xiao, Sen
experimental part, p. 6987 - 6992 (2011/02/24)
An efficient, practical, and general method for conversions of N-tosyltetrahydroisoquinolines (N-tosyl-THIQs) into isoquinolines and of N-tosyltetrahydro-β-carbolines (N-tosyl-THBCs) into β-carbolines is described. Treatment of N-tosyl-THIQs or N-tosyl-THBCs with base in dimethyl sulfoxide afforded dihydroisoquinolines or dihydro-β-carbolines as intermediates, and these were then oxidized in situ by molecular oxygen to furnish isoquinolines or β-carbolines in good to high yields. Both one-pot conversions occurred through tandem β-elimination and aromatization. An efficient method for conversions ofN-tosyltetrahydroisoquinolines (N-tosyl-THIQs) and N-tosyltetrahydro-β-carbolines (N-tosyl-THBCs) into isoquinolines and β-carbolines is described. Treatment ofN-tosyl-THIQs or N-tosyl-THBCs with base affords dihydroisoquinolines or dihydro-β- carbolines. These can be oxidized in situ by molecular oxygen to furnish isoquinolines or β-carbolines. Copyright
NOVEL (+/-)-1-PHENYLTETRAHYDROISOQUINOLINES AND 1-PHENYLISOQUINOLINES: POTENTIAL INTERMEDIATES IN ALKALOID SYNTHESIS
Venugopalan, Bindumadhavan,Brossi, Arnold
, p. 359 - 364 (2007/10/02)
Synthesis of several (+/-)-1-phenyltetrahydroisoquinolines and 1-phenylisoquinolines, structurally related to the 1-benzylisoquinoline alkaloids norreticuline, reticuline, tetrahydropapaveroline and papaverine, by the Bischler-Napieralski route is reporte