Literature DB >> 31294566

A Combination of Visible-Light Organophotoredox Catalysis and Asymmetric Organocatalysis for the Enantioselective Mannich Reaction of Dihydroquinoxalinones with Ketones.

Jaume Rostoll-Berenguer1, Gonzalo Blay1, M Carmen Muñoz2, José R Pedro1, Carlos Vila1.   

Abstract

An enantioselective photooxidative Mannich reaction of dihydroquinoxalinones with ketones by the merger of organophotoredox and asymmetric organocatalysis is described. This protocol features very mild reaction conditions using simple and cheap catalysts (Eosin Y and (S)-Proline) for the synthesis of chiral quinoxaline derivatives with good to high yields (up to 94%) and excellent enantioselectivities (up to 99% ee).

Entities:  

Year:  2019        PMID: 31294566     DOI: 10.1021/acs.orglett.9b02157

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


  3 in total

1.  Asymmetric Photocatalysis Enabled by Chiral Organocatalysts.

Authors:  Wang Yao; Emmanuel A Bazan Bergamino; Ming-Yu Ngai
Journal:  ChemCatChem       Date:  2021-10-21       Impact factor: 5.497

2.  Radical Addition of Dihydroquinoxalin-2-ones to Trifluoromethyl Ketones under Visible-Light Photoredox Catalysis.

Authors:  Jaume Rostoll-Berenguer; María Martín-López; Gonzalo Blay; José R Pedro; Carlos Vila
Journal:  J Org Chem       Date:  2022-07-05       Impact factor: 4.198

3.  Supported Gold Nanoparticle-Catalyzed Selective Reduction of Multifunctional, Aromatic Nitro Precursors into Amines and Synthesis of 3,4-Dihydroquinoxalin-2-Ones.

Authors:  Domna Iordanidou; Michael G Kallitsakis; Marina A Tzani; Dimitris I Ioannou; Tryfon Zarganes-Tzitzikas; Constantinos G Neochoritis; Alexander Dömling; Michael A Terzidis; Ioannis N Lykakis
Journal:  Molecules       Date:  2022-07-08       Impact factor: 4.927

  3 in total

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