Literature DB >> 28256137

Decarboxylative Fluorination of Electron-Rich Heteroaromatic Carboxylic Acids with Selectfluor.

Xi Yuan1, Jian-Fei Yao1, Zhen-Yu Tang1.   

Abstract

A transition-metal-free decarboxylative fluorination of electron-rich five-membered heteroaromatics, including furan-, pyrazole-, isoxazole-, thiophene-, indole-, benzofuran- and indazolecarboxylic acids, with Selectfluor is reported. Fluorinated dimer products were observed for nitrogen-containing heteroaromatic carboxylic acids, such as indole and pyrazole. An effective method has been developed to synthesize the monomer of 2- and 3-fluoroindoles with Li2CO3 as base at low temperature.

Entities:  

Year:  2017        PMID: 28256137     DOI: 10.1021/acs.orglett.7b00335

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


  6 in total

1.  Decarboxylative Halogenation of Organic Compounds.

Authors:  Andrii Varenikov; Evgeny Shapiro; Mark Gandelman
Journal:  Chem Rev       Date:  2020-11-17       Impact factor: 60.622

2.  Prediction of 19F NMR Chemical Shifts for Fluorinated Aromatic Compounds.

Authors:  Carla Saunders; Mohammad B Khaled; Jimmie D Weaver; Dean J Tantillo
Journal:  J Org Chem       Date:  2018-02-26       Impact factor: 4.354

3.  Synthesis of Fluorinated 3,6-Dihydropyridines and 2-(Fluoromethyl)pyridines by Electrophilic Fluorination of 1,2-Dihydropyridines with Selectfluor®.

Authors:  Nadiia V Pikun; Arkadij Sobolev; Aiva Plotniece; Martins Rucins; Brigita Vigante; Marina Petrova; Ruslan Muhamadejev; Karlis Pajuste; Yuriy G Shermolovich
Journal:  Molecules       Date:  2020-07-09       Impact factor: 4.411

4.  Synthesis of 3-selanylbenzo[b]furans promoted by SelectFluor®.

Authors:  Maurício Carpe Diem Ferreira Xavier; Eduardo Martarelo Andia Sandagorda; José Sebastião Santos Neto; Ricardo Frederico Schumacher; Márcio Santos Silva
Journal:  RSC Adv       Date:  2020-04-07       Impact factor: 4.036

5.  Identification of Two Novel Fluorinases From Amycolatopsis sp. CA-128772 and Methanosaeta sp. PtaU1.Bin055 and a Mutant With Improved Catalytic Efficiency With Native Substrate.

Authors:  Xinming Feng; Yujin Cao; Wei Liu; Mo Xian
Journal:  Front Bioeng Biotechnol       Date:  2022-06-13

6.  Metal-free electrochemical fluorodecarboxylation of aryloxyacetic acids to fluoromethyl aryl ethers.

Authors:  Michael Berger; John D Herszman; Yuji Kurimoto; Goswinus H M de Kruijff; Aaron Schüll; Sven Ruf; Siegfried R Waldvogel
Journal:  Chem Sci       Date:  2020-06-01       Impact factor: 9.825

  6 in total

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