Literature DB >> 27509292

Cu-Catalyzed Deoxygenative C2-Sulfonylation Reaction of Quinoline N-Oxides with Sodium Sulfinate.

Bingnan Du1, Ping Qian1, Yang Wang1, Haibo Mei1, Jianlin Han1, Yi Pan1.   

Abstract

An unexpected Cu-catalyzed deoxygenative C2-sulfonylation reaction of quinoline N-oxides in the presence of radical initiator K2S2O8 was developed that used sodium sulfinate as a sulfonyl coupling partner. The mechanism studies indicate that the reaction proceeds via Minisci-like radical coupling step to give sulfonylated quinoline with good chemical yields.

Entities:  

Year:  2016        PMID： 27509292     DOI： 10.1021/acs.orglett.6b02289

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


  6 in total

Review 1.  Synthesis and applications of sodium sulfinates (RSO2Na): a powerful building block for the synthesis of organosulfur compounds.

Authors:  Raju Jannapu Reddy; Arram Haritha Kumari
Journal:  RSC Adv       Date:  2021-03-01       Impact factor: 3.361

Review 2.  Photochemical and Electrochemical Applications of Proton-Coupled Electron Transfer in Organic Synthesis.

Authors:  Philip R D Murray; James H Cox; Nicholas D Chiappini; Casey B Roos; Elizabeth A McLoughlin; Benjamin G Hejna; Suong T Nguyen; Hunter H Ripberger; Jacob M Ganley; Elaine Tsui; Nick Y Shin; Brian Koronkiewicz; Guanqi Qiu; Robert R Knowles
Journal:  Chem Rev       Date:  2021-11-23       Impact factor: 60.622

Review 3.  Recent Progress and Emerging Technologies towards a Sustainable Synthesis of Sulfones.

Authors:  Shuai Liang; Kamil Hofman; Marius Friedrich; Julian Keller; Georg Manolikakes
Journal:  ChemSusChem       Date:  2021-10-13       Impact factor: 9.140

4.  Deoxygenative C2-heteroarylation of quinoline N-oxides: facile access to α-triazolylquinolines.

Authors:  Geetanjali S Sontakke; Rahul K Shukla; Chandra M R Volla
Journal:  Beilstein J Org Chem       Date:  2021-02-17       Impact factor: 2.883

Review 5.  Recent advances in the synthesis of biologically and pharmaceutically active quinoline and its analogues: a review.

Authors:  Abdanne Weyesa; Endale Mulugeta
Journal:  RSC Adv       Date:  2020-06-02       Impact factor: 4.036

6.  Electrochemical Alkoxysulfonylation Difunctionalization of Styrene Derivatives Using Sodium Sulfinates as Sulfonyl Sources.

Authors:  Haibo Mei; Jiang Liu; Yunjie Guo; Jianlin Han
Journal:  ACS Omega       Date:  2019-08-20
  6 in total

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