Literature DB >> 21740020

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

Matthew R Medeiros1, Scott E Schaus, John A Porco.   

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.
© 2011 American Chemical Society

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Year:  2011        PMID： 21740020      PMCID： PMC3146574          DOI： 10.1021/ol201532k

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  23 in total

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  2 in total

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