Literature DB >> 32628495

Visible-Light-Mediated Intermolecular Radical Conjugate Addition for the Construction of Vicinal Quaternary Carbon Centers.

Lei Li1, Lili Fang1, Weiping Wu1, Jin Zhu1.   

Abstract

The visible light-driven organophotoredox catalysis is reported for the construction of vicinal quaternary carbon centers. Intermolecular conjugate addition of alkyl radicals, derived from 2,2-disubstituted dihydroquinazolinones, to Michael acceptors under blue light irradiation and rhodamine B catalysis allows the facile assembly of diverse, vicinal secondary/quaternary, tertiary/quaternary, and quaternary/quaternary carbon centers at room temperature. Our method provides a synthetically versatile protocol since both 2,2-disubstituted dihydroquinazolinones and Michael acceptors can be conveniently prepared from readily available ketones.

Entities:  

Year:  2020        PMID: 32628495     DOI: 10.1021/acs.orglett.0c01724

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


  4 in total

1.  Olefination via Cu-Mediated Dehydroacylation of Unstrained Ketones.

Authors:  Xukai Zhou; Yan Xu; Guangbin Dong
Journal:  J Am Chem Soc       Date:  2021-11-22       Impact factor: 16.383

2.  Synthesis and characterization of novel hercynite@sulfuric acid and its catalytic applications in the synthesis of polyhydroquinolines and 2,3-dihydroquinazolin-4(1H)-ones.

Authors:  Masoud Mohammadi; Arash Ghorbani-Choghamarani
Journal:  RSC Adv       Date:  2022-01-20       Impact factor: 3.361

3.  Dihydroquinazolinones as adaptative C(sp3) handles in arylations and alkylations via dual catalytic C-C bond-functionalization.

Authors:  Xin-Yang Lv; Roman Abrams; Ruben Martin
Journal:  Nat Commun       Date:  2022-05-03       Impact factor: 17.694

4.  Alkyl Radical Generation via C-C Bond Cleavage in 2-Substituted Oxazolidines.

Authors:  Adrián Luguera Ruiz; Marta La Mantia; Daniele Merli; Stefano Protti; Maurizio Fagnoni
Journal:  ACS Catal       Date:  2022-09-29       Impact factor: 13.700

  4 in total

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