Synthesis of novel 5,6-dihydropyrrolo[2,1-a]isoquinolines via grob reaction between (E)-1,1,1-trifluoro-3-nitro-2-butene and 3,4-dihydroisoquinolines

Abstract

Uncatalyzed cycloaddition of 3,4-dihydroisoquinolines to (E)-1,1,1-trifluoro-3-nitro-2-butene via Grob reaction provide a simple one-step route to the 5,6-dihydropyrrolo[2,1-a]isoquinolines, which represent the basic structural framework of the antitumor active alkaloid crispine. © 2012 HeteroCorporation.