title: Endoperoxide synthesis by photocatalytic aerobic [2 + 2 + 2] cycloadditions.
abstract: Structurally novel endoperoxides can be sythesized by the photocatalytic cyclotrimerization of bis(styrene) substrates with molecular oxygen. The optimal catalyst for this process is Ru(bpz)(3)(2+), which is a markedly more efficient catalyst for these photooxygention reactions than conventional organic photosensitizers. The 1,2-dioxolane products are amenable to synthetic manipulation and can be easily processed to 1,4-diols and γ-hydroxyketones. An initial screen of the biological activity of these compounds reveals promising inhibition of cancer cell growth.
authors.affiliation: Department of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison, Wisconsin 53706, United States.
authors.forename: Jonathan D
authors.initials: JD
authors.lastname: Parrish
authors.forename: Michael A
authors.initials: MA
authors.lastname: Ischay
authors.forename: Zhan
authors.initials: Z
authors.lastname: Lu
authors.forename: Song
authors.initials: S
authors.lastname: Guo
authors.forename: Noël R
authors.initials: NR
authors.lastname: Peters
authors.forename: Tehshik P
authors.initials: TP
authors.lastname: Yoon
mesh_terms: D000438:Alcohols / Q000138:chemical synthesis* / Q000737:chemistry; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002384:Catalysis; D003500:Cyclization; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D010100:Oxygen / Q000737:chemistry; D010545:Peroxides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D055668:Photochemical Processes
chemical_list: D000438:Alcohols; D000970:Antineoplastic Agents; D010545:Peroxides; D010100:Oxygen