Literature DB >> 29561620

α-Aminoalkyl Radical Addition to Maleimides via Electron Donor-Acceptor Complexes.

Chien-Wei Hsu1, Henrik Sundén1.   

Abstract

A catalyst-free, photochemical oxidative annulation reaction between dialkylanilines and maleimides to generate tetrahydroquinolines is presented. The reaction is driven by the photochemical activity of an electron donor-acceptor (EDA) complex and has a broad substrate scope with the corresponding products isolated in good to excellent yields. Photochemical characterization of the EDA complex and a mechanistic rational is provided.

Entities:  

Year:  2018        PMID: 29561620     DOI: 10.1021/acs.orglett.8b00597

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


  9 in total

1.  Structural elaboration of dicyanopyrazine: towards push-pull molecules with tailored photoredox activity.

Authors:  Zuzana Hloušková; Milan Klikar; Oldřich Pytela; Numan Almonasy; Aleš Růžička; Veronika Jandová; Filip Bureš
Journal:  RSC Adv       Date:  2019-07-31       Impact factor: 4.036

2.  Photochemical synthesis of an epigenetic focused tetrahydroquinoline library.

Authors:  Adam I Green; George M Burslem
Journal:  RSC Med Chem       Date:  2021-08-25

3.  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

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

Authors:  Jingjing Wu; Phillip S Grant; Xiabing Li; Adam Noble; Varinder K Aggarwal
Journal:  Angew Chem Int Ed Engl       Date:  2019-03-14       Impact factor: 15.336

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

Authors:  Giacomo E M Crisenza; Daniele Mazzarella; Paolo Melchiorre
Journal:  J Am Chem Soc       Date:  2020-03-12       Impact factor: 15.419

6.  Visible-Light-Driven Stereoselective Annulation of Alkyl Anilines and Dibenzoylethylenes via Electron Donor-Acceptor Complexes.

Authors:  August Runemark; Savannah C Zacharias; Henrik Sundén
Journal:  J Org Chem       Date:  2021-01-04       Impact factor: 4.354

7.  Aerobic Oxidative EDA Catalysis: Synthesis of Tetrahydroquinolines Using an Organocatalytic EDA Active Acceptor.

Authors:  August Runemark; Henrik Sundén
Journal:  J Org Chem       Date:  2022-01-10       Impact factor: 4.354

8.  A thiadiazolopyridine-functionalized Zr(iv)-based metal-organic framework for enhanced photocatalytic synthesis of tetrahydroquinolines under visible light.

Authors:  Changyun Li; He Zhang; Xuefei Wang; Qiu-Yan Li; Xinsheng Zhao; Xiao-Jun Wang
Journal:  RSC Adv       Date:  2022-01-10       Impact factor: 3.361

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

Authors:  Jungwon Kim; Siin Kim; Geunho Choi; Geun Seok Lee; Donghyeok Kim; Jungkweon Choi; Hyotcherl Ihee; Soon Hyeok Hong
Journal:  Chem Sci       Date:  2020-12-08       Impact factor: 9.825

  9 in total

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