Literature DB >> 24572999

Visible light photoredox-catalysed intermolecular radical addition of α-halo amides to olefins.

Masaki Nakajima1, Quentin Lefebvre, Magnus Rueping.   

Abstract

We present α-chloro amides as a new class of α-acetyl radical precursors, which undergo a tin-free, photoredox-catalysed intermolecular α-alkylation with various olefins exclusively in an anti-Markovnikov fashion. The reaction represents a reductive atom transfer radical addition (ATRA) and provides a series of alkylated amides in good yields.

Entities:  

Year:  2014        PMID: 24572999     DOI: 10.1039/c4cc00753k

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


  11 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.  Electroreductive Carbofunctionalization of Alkenes with Alkyl Bromides via a Radical-Polar Crossover Mechanism.

Authors:  Wen Zhang; Song Lin
Journal:  J Am Chem Soc       Date:  2020-11-24       Impact factor: 15.419

3.  Three-Component Azidation of Styrene-Type Double Bonds: Light-Switchable Behavior of a Copper Photoredox Catalyst.

Authors:  Gabriele Fumagalli; Pauline T G Rabet; Scott Boyd; Michael F Greaney
Journal:  Angew Chem Int Ed Engl       Date:  2015-06-26       Impact factor: 15.336

4.  A synergistic LUMO lowering strategy using Lewis acid catalysis in water to enable photoredox catalytic, functionalizing C-C cross-coupling of styrenes.

Authors:  Elisabeth Speckmeier; Patrick J W Fuchs; Kirsten Zeitler
Journal:  Chem Sci       Date:  2018-07-25       Impact factor: 9.825

5.  A Giese reaction for electron-rich alkenes.

Authors:  Qi Huang; Sankar Rao Suravarapu; Philippe Renaud
Journal:  Chem Sci       Date:  2020-12-17       Impact factor: 9.825

6.  Radical-based functionalization-oriented construction: rapid assembly of azaarene-substituted highly functionalized pyrroles.

Authors:  Weigao Hu; Qiangqiang Zhan; Hongwei Zhou; Shanshan Cao; Zhiyong Jiang
Journal:  Chem Sci       Date:  2021-03-29       Impact factor: 9.825

Review 7.  Methodologies for the synthesis of quaternary carbon centers via hydroalkylation of unactivated olefins: twenty years of advances.

Authors:  Thiago S Silva; Fernando Coelho
Journal:  Beilstein J Org Chem       Date:  2021-07-07       Impact factor: 2.883

8.  Photoredox-Catalyzed Ketyl-Olefin Coupling for the Synthesis of Substituted Chromanols.

Authors:  Eleonora Fava; Masaki Nakajima; Anh L P Nguyen; Magnus Rueping
Journal:  J Org Chem       Date:  2016-07-21       Impact factor: 4.354

9.  Olefination of Alkyl Halides with Aldehydes by Merging Visible-Light Photoredox Catalysis and Organophosphorus Chemistry.

Authors:  Min Jiang; Haijun Yang; Quentin Lefebvre; Jihu Su; Hua Fu
Journal:  iScience       Date:  2018-07-20

10.  Radical chain repair: The hydroalkylation of polysubstituted unactivated alkenes.

Authors:  Guillaume Povie; Sankar Rao Suravarapu; Martin Peter Bircher; Melinda Meyer Mojzes; Samuel Rieder; Philippe Renaud
Journal:  Sci Adv       Date:  2018-07-20       Impact factor: 14.136

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.