Literature DB >> 27163354

HOTf-Catalyzed, Solvent-Free Oxyarylation of Ynol Ethers and Thioethers.

Liang Hu1, Qingwen Gui1, Xiang Chen1, Ze Tan1, Gangguo Zhu2.   

Abstract

A novel HOTf-catalyzed oxyarylation of ynol ethers and thioethers has been realized with aryl sulfoxides as the oxyarylating reagents, providing α-arylated esters or thioesters in good to excellent yields. Notably, all atoms of the starting materials were incorporated in the product (100% atom economy) and the reaction proceeded under very mild conditions. It was found that the reaction can be ran under air and that the best yields are obtained under solvent-free conditions.

Entities:  

Year:  2016        PMID: 27163354     DOI: 10.1021/acs.joc.6b00535

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  5 in total

1.  Investigations on Gold-Catalyzed Thioalkyne Activation Toward Facile Synthesis of Ketene Dithioacetals.

Authors:  Xiaohan Ye; Jin Wang; Shengtao Ding; Seyedmorteza Hosseyni; Lukasz Wojtas; Novruz G Akhmedov; Xiaodong Shi
Journal:  Chemistry       Date:  2017-07-20       Impact factor: 5.236

2.  Bond-Forming and -Breaking Reactions at Sulfur(IV): Sulfoxides, Sulfonium Salts, Sulfur Ylides, and Sulfinate Salts.

Authors:  Daniel Kaiser; Immo Klose; Rik Oost; James Neuhaus; Nuno Maulide
Journal:  Chem Rev       Date:  2019-06-25       Impact factor: 60.622

3.  α-Functionalisation of Ketones Through Metal-Free Electrophilic Activation.

Authors:  Wojciech Zawodny; Christopher J Teskey; Magdalena Mishevska; Martin Völkl; Boris Maryasin; Leticia González; Nuno Maulide
Journal:  Angew Chem Int Ed Engl       Date:  2020-09-11       Impact factor: 15.336

4.  Regioselective synthesis of C3 alkylated and arylated benzothiophenes.

Authors:  Harry J Shrives; José A Fernández-Salas; Christin Hedtke; Alexander P Pulis; David J Procter
Journal:  Nat Commun       Date:  2017-03-20       Impact factor: 14.919

5.  Vinyl Cation Stabilization by Silicon Enables a Formal Metal-Free α-Arylation of Alkyl Ketones.

Authors:  Amandine Pons; Jean Michalland; Wojciech Zawodny; Yong Chen; Veronica Tona; Nuno Maulide
Journal:  Angew Chem Int Ed Engl       Date:  2019-10-22       Impact factor: 15.336

  5 in total

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