Literature DB >> 27337532

Cascade Photoredox/Iodide Catalysis: Access to Difluoro-γ-lactams via Aminodifluoroalkylation of Alkenes.

Muliang Zhang1, Weipeng Li1, Yingqian Duan1, Pan Xu1, Songlin Zhang1, Chengjian Zhu1,2.   

Abstract

The novel cascade photoredox/iodide catalytic system enables the alkene to serve as a radical acceptor capable of achieving aminodifluoroalkylation of alkenes. Cheap iodide salts play a vital role in this reaction, which could tune carbocation reactivity through reversible C-I bond formation for controlling reaction selectivity, and a series of competitive reactions are completely eliminated in the presence of multiple reactivity pathways. The present dual catalytic protocol affords a very convenient method for direct synthesis of various difluoro-γ-lactams from simple and readily available starting materials under mild reaction conditions.

Entities:  

Year:  2016        PMID: 27337532     DOI: 10.1021/acs.orglett.6b01515

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

Review 1.  The Fascinating Chemistry of α-Haloamides.

Authors:  Anna Fantinati; Vinicio Zanirato; Paolo Marchetti; Claudio Trapella
Journal:  ChemistryOpen       Date:  2020-01-13       Impact factor: 2.911

2.  Copper-catalyzed formylation of alkenyl C-H bonds using BrCHCl2 as a stoichiometric formylating reagent.

Authors:  Yan Bao; Gao-Yin Wang; Ya-Xuan Zhang; Kang-Jie Bian; Xi-Sheng Wang
Journal:  Chem Sci       Date:  2018-02-14       Impact factor: 9.825

3.  Visible-light-induced addition of carboxymethanide to styrene from monochloroacetic acid.

Authors:  Kaj M van Vliet; Nicole S van Leeuwen; Albert M Brouwer; Bas de Bruin
Journal:  Beilstein J Org Chem       Date:  2020-03-16       Impact factor: 2.883

4.  Cu-Catalyzed Arylation of Bromo-Difluoro-Acetamides by Aryl Boronic Acids, Aryl Trialkoxysilanes and Dimethyl-Aryl-Sulfonium Salts: New Entries to Aromatic Amides.

Authors:  Satenik Mkrtchyan; Michał Jakubczyk; Suneel Lanka; Michael Pittelkow; Viktor O Iaroshenko
Journal:  Molecules       Date:  2021-05-16       Impact factor: 4.411

  4 in total

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