Literature DB >> 30105319

Visible-light promoted fluoroalkylselenolation: toward the reactivity of unsaturated compounds.

Clément Ghiazza1, Lhoussain Khrouz2, Cyrille Monnereau2, Thierry Billard3, Anis Tlili1.   

Abstract

The reactivity of fluoroalkylselenotoluenesulfonates with unsaturated substrates is explored herein. The direct activation of these shelf-stable reagents under visible light allows the double functionalisation of alkenes or alkynes efficiently, leading to a wide range of β-fluoroalkylselenolated sulfones. Mechanistic investigations have been undertaken supporting the formation of radical intermediates.

Entities:  

Year:  2018        PMID: 30105319     DOI: 10.1039/c8cc05256e

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  3 in total

Review 1.  Zero-, one-, two- and three-dimensional supramolecular architectures sustained by SeO chalcogen bonding: A crystallographic survey.

Authors:  Edward R T Tiekink
Journal:  Coord Chem Rev       Date:  2020-10-17       Impact factor: 22.315

2.  Metal-free nucleophilic trifluoromethylselenolation via an iodide-mediated umpolung reactivity of trifluoromethylselenotoluenesulfonate.

Authors:  Kevin Grollier; Alexis Taponard; Arnaud De Zordo-Banliat; Emmanuel Magnier; Thierry Billard
Journal:  Beilstein J Org Chem       Date:  2020-12-10       Impact factor: 2.883

3.  Markovnikov-Type Hydrotrifluoromethylchalcogenation of Unactivated Terminal Alkenes with [Me4N][XCF3] (X = S, Se) and TfOH.

Authors:  Jin Shi; Cheng-Pan Zhang
Journal:  Molecules       Date:  2020-10-03       Impact factor: 4.411

  3 in total

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