title: Facile synthesis of 4,5,6a,7-tetrahydrodibenzo[de,g]chromene heterocycles and their transformation to phenanthrene alkaloids.
abstract: Oxa-Pictet-Spengler cyclization and microwave-assisted C-H arylation have been implemented as key steps in the synthesis of new isochroman heterocycles containing a 4,5,6a,7-tetrahydrodibenzo[de,g]chromene motif. These isochromans may be easily transformed to phenanthrene alkaloids via acidic cleavage of the isochroman ring and standard synthetic manipulations thereafter. The route described is attractive in that it provides access to two biologically interesting scaffolds in simple and high yielding synthetic steps.
authors.affiliation: Hunter College, Chemistry Department, City University of New York 695 Park Avenue, New York, NY 10065, USA.
authors.forename: Nirav
authors.initials: N
authors.lastname: Kapadia
authors.forename: Wayne
authors.initials: W
authors.lastname: Harding
keywords: C-H activation; Direct arylation; Isochroman; Oxa-Pictet-Spengler; Phenanthrene