A cycloisomerization/Friedel-Crafts alkylation strategy for the synthesis of pyrano[3,4-b]indoles.

ABSTRACT: The synthesis of pyrano[3,4-b]indoles is described. The reaction sequence involves Sonogashira coupling of dihydropyran propargyl ether scaffolds with iodoanilines to afford intermediate indoles. Lewis acid-catalyzed ionization of the dihydropyrans, followed by intramolecular C3 alkylation of the indole, provides the title compounds.

SUBMITTER: Medeiros MR 

PROVIDER: S-EPMC3146574 | biostudies-literature | 2011 Aug

REPOSITORIES: biostudies-literature