title: Facile and rapid route for the synthesis of novel conformationally constrained norstatine analogs via PADAM-cyclization methodology.
abstract: The following report describes novel methodology for the rapid synthesis of unique conformationally constrained norstatine analogs of potential biological relevance. A PADAM (Passerini reaction - Amine Deprotection - Acyl Migration reaction) sequence is followed by a TFA-mediated microwave-assisted cyclization to generate the final benzimidazole isostere of the norstatine scaffold in moderate to good yields. The applicability of this solution phase methodology to the preparation of a small collection of compounds is discussed.
authors.affiliation: Department of Pharmacology and Toxicology, College of Pharmacy, BIO5 Oro Valley, 1580 E. Hanley Blvd, The University of Arizona, Tucson, AZ.
authors.forename: Arthur Y
authors.initials: AY
authors.lastname: Shaw
authors.forename: Federico
authors.initials: F
authors.lastname: Medda
authors.forename: Christopher
authors.initials: C
authors.lastname: Hulme