title: Visible-light-induced phenylchalcogenyl-oxygenation of allenes having aryl or electron withdrawing substituents with ambient air as a sole oxidant.
abstract: The synthesis of regio- and stereoselective aryl substituted α,β-unsaturated aldehydes and ketones from activated allenes was achieved. This mild and non-metallic oxidation is exclusively driven by benign ambient air and triggered by visible light. The same starting materials under ideal anaerobic conditions led to the 2,3-diphenylselenation adduct with no trace of oxygenated products, demonstrating dissolved oxygen as a chemical switch for two different reaction pathways. The salient feature of this protocol is the single electron transfer (SET) achieved by irradiation of one of two organic molecules thereby avoiding a sensitizer to form a radical ion pair.
authors.affiliation: CSIR-Indian Institute of Chemical Technology, Hyderabad-500 607, Telangana, India. gkswamy_iict@yahoo.co.in and Academy of Scientific and Innovative Research (AcSIR), New Delhi 110 025, India.
authors.forename: Gullapalli
authors.initials: G
authors.lastname: Kumaraswamy
authors.affiliation: CSIR-Indian Institute of Chemical Technology, Hyderabad-500 607, Telangana, India. gkswamy_iict@yahoo.co.in.
authors.forename: Swargam
authors.initials: S
authors.lastname: Vijaykumar
authors.affiliation: CSIR-Indian Institute of Chemical Technology, Hyderabad-500 607, Telangana, India. gkswamy_iict@yahoo.co.in.
authors.forename: Kukkadapu
authors.initials: K
authors.lastname: Ankamma
authors.affiliation: CSIR-Indian Institute of Chemical Technology, Hyderabad-500 607, Telangana, India. gkswamy_iict@yahoo.co.in.
authors.forename: Vykunthapu
authors.initials: V
authors.lastname: Narayanarao