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Literature DB >> 29064719

Visible-Light-Mediated Radical Arylation of Anilines with Acceptor-Substituted (Hetero)aryl Halides.

Leyre Marzo¹, Shun Wang¹, Burkhard König¹.

Abstract

A visible-light-mediated, catalyst-free, direct (hetero)arylation of anilines with mild reaction conditions has been developed. The formation of a donor-acceptor complex between electron-withdrawing substituted (hetero)aryl halides and anilines allows, under blue LED irradiation, the synthesis of ortho and para (hetero)arylated anilines in moderate to good yields. The reaction has a high functional group tolerance. Spectroscopic studies confirmed the donor-acceptor complex formation between aniline and aryl halide.

Entities: Chemical Species

Year: 2017 PMID： 29064719 DOI： 10.1021/acs.orglett.7b03001

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

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Cited

6 in total

1. Visible-light-induced C(sp³)-H activation for a C-C bond forming reaction of 3,4-dihydroquinoxalin-2(1H)-one with nucleophiles using oxygen with a photoredox catalyst or under catalyst-free conditions.

Authors: Pavan Sudheer Akula; Bor-Cherng Hong; Gene-Hsiang Lee
Journal: RSC Adv Date: 2018-05-29 Impact factor: 4.036

Visible-Light-Mediated Radical Arylation of Anilines with Acceptor-Substituted (Hetero)aryl Halides.

1. Visible-light-induced C(sp³)-H activation for a C-C bond forming reaction of 3,4-dihydroquinoxalin-2(1H)-one with nucleophiles using oxygen with a photoredox catalyst or under catalyst-free conditions.

2. Enantioselective radical conjugate additions driven by a photoactive intramolecular iminium-ion-based EDA complex.

3. Catalyst-Free Deaminative Functionalizations of Primary Amines by Photoinduced Single-Electron Transfer.

4. Synthetic Methods Driven by the Photoactivity of Electron Donor-Acceptor Complexes.

5. Direct C-H photoarylation of diazines using aryldiazonium salts and visible-light.

6. Synthesis of N-aryl amines enabled by photocatalytic dehydrogenation.

Visible-Light-Mediated Radical Arylation of Anilines with Acceptor-Substituted (Hetero)aryl Halides.

1. Visible-light-induced C(sp3)-H activation for a C-C bond forming reaction of 3,4-dihydroquinoxalin-2(1H)-one with nucleophiles using oxygen with a photoredox catalyst or under catalyst-free conditions.

2. Enantioselective radical conjugate additions driven by a photoactive intramolecular iminium-ion-based EDA complex.

3. Catalyst-Free Deaminative Functionalizations of Primary Amines by Photoinduced Single-Electron Transfer.

4. Synthetic Methods Driven by the Photoactivity of Electron Donor-Acceptor Complexes.

5. Direct C-H photoarylation of diazines using aryldiazonium salts and visible-light.

6. Synthesis of N-aryl amines enabled by photocatalytic dehydrogenation.

1. Visible-light-induced C(sp³)-H activation for a C-C bond forming reaction of 3,4-dihydroquinoxalin-2(1H)-one with nucleophiles using oxygen with a photoredox catalyst or under catalyst-free conditions.