Literature DB >> 31524411

Silver-Mediated Trifluoromethoxylation of (Hetero)aryldiazonium Tetrafluoroborates.

Yu-Ming Yang1,2, Jian-Fei Yao2, Wei Yan2, Zhuangzhu Luo1, Zhen-Yu Tang1,2.   

Abstract

Here we report a silver-mediated trifluoromethoxylation of (hetero)aryldiazonium tetrafluoroborates by converting an aromatic amino group into an OCF3 group. This method, which can be considered to be a trifluoromethoxylation variation of the classic Sandmeyer-type reaction, uses readily available aryl and heteroaromatic amines as starting materials and AgOCF3 as trifluoromethoxylating reagents. The broad substrate scope and simple, mild reaction condition made this transformation a valuable method in constructing aryl-OCF3 bonds.

Entities:  

Year:  2019        PMID: 31524411     DOI: 10.1021/acs.orglett.9b03000

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


  5 in total

1.  Redox-Neutral TEMPO Catalysis: Direct Radical (Hetero)Aryl C-H Di- and Trifluoromethoxylation.

Authors:  Johnny W Lee; Sanghyun Lim; Daniel N Maienshein; Peng Liu; Ming-Yu Ngai
Journal:  Angew Chem Int Ed Engl       Date:  2020-09-24       Impact factor: 15.336

2.  Trifluoromethyl Nonaflate: A Practical Trifluoromethoxylating Reagent and its Application to the Regio- and Stereoselective Synthesis of Trifluoromethoxylated Alkenes.

Authors:  Zhichao Lu; Tatsuya Kumon; Gerald B Hammond; Teruo Umemoto
Journal:  Angew Chem Int Ed Engl       Date:  2021-06-17       Impact factor: 16.823

3.  Photocatalytic trifluoromethoxylation of arenes and heteroarenes in continuous-flow.

Authors:  Alexander V Nyuchev; Ting Wan; Borja Cendón; Carlo Sambiagio; Job J C Struijs; Michelle Ho; Moisés Gulías; Ying Wang; Timothy Noël
Journal:  Beilstein J Org Chem       Date:  2020-06-15       Impact factor: 2.883

4.  Selective C-H trifluoromethoxylation of (hetero)arenes as limiting reagent.

Authors:  Zhijie Deng; Mingxin Zhao; Feng Wang; Pingping Tang
Journal:  Nat Commun       Date:  2020-05-22       Impact factor: 14.919

5.  Mechanochemical Conversion of Aromatic Amines to Aryl Trifluoromethyl Ethers.

Authors:  Michał Jakubczyk; Satenik Mkrtchyan; Mohanad Shkoor; Suneel Lanka; Šimon Budzák; Miroslav Iliaš; Marek Skoršepa; Viktor O Iaroshenko
Journal:  J Am Chem Soc       Date:  2022-06-02       Impact factor: 16.383

  5 in total

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