title: Photoinduced "Double Click" Cascade Offers Access to Complex Polyheterocycles from Readily Available Isatin-Based Photoprecursors.
abstract: The cascade photoassisted synthetic strategy for accessing complex N,O-polyheterocycles of unprecedented molecular architecture is developed. It is based on intramolecular cycloadditions of aza-o-xylylenes formed in situ via excited-state intramolecular proton transfer (ESIPT) of o-acylanilides. The photoprecursors are synthesized via a two-step one-pot method from readily available starting materials. The photochemical cascade (one experimentally simple step) results in the formation of four new heterocyclic rings with high control of diastereoselectivity.
authors.affiliation: Department of Chemistry and Biochemistry, University of Denver , 2190 East Iliff Avenue, Denver, Colorado 80208, United States.
authors.forename: William Cole
authors.initials: WC
authors.lastname: Cronk
authors.affiliation: Department of Chemistry and Biochemistry, University of Denver , 2190 East Iliff Avenue, Denver, Colorado 80208, United States.
authors.forename: Olga A
authors.initials: OA
authors.lastname: Mukhina
authors.affiliation: Department of Chemistry and Biochemistry, University of Denver , 2190 East Iliff Avenue, Denver, Colorado 80208, United States.
authors.forename: Andrei G
authors.initials: AG
authors.lastname: Kutateladze