Literature DB >> 24180634

Cu-catalyzed couplings of aryl iodonium salts with sodium trifluoromethanesulfinate.

Steven C Cullen1, Shashank Shekhar, Nandkishor K Nere.   

Abstract

A convenient method for the preparation of aryl trifluoromethylsulfones from the reactions of diaryliodonium salts with sodium trifluoromethanesulfinate in the presence of copper catalysts is described. Cuprous oxide in DMF was found to be the optimal catalyst for the reaction. The reaction conditions are tolerant of various functional groups as well as of various counteranions of the iodonium salt. The synthetic utility of the process is demonstrated by performing the reaction on a preparative scale (88 g).

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Year:  2013        PMID： 24180634     DOI： 10.1021/jo401868x

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


  5 in total

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Journal:  RSC Adv       Date:  2021-03-01       Impact factor: 3.361

3.  Mechanistic Investigations of Cu-Catalyzed Fluorination of Diaryliodonium Salts: Elaborating the CuI/CuIII Manifold in Copper Catalysis.

Authors:  Naoko Ichiishi; Allan J Canty; Brian F Yates; Melanie S Sanford
Journal:  Organometallics       Date:  2014-09-22       Impact factor: 3.876

4.  CF3SO2X (X = Na, Cl) as reagents for trifluoromethylation, trifluoromethylsulfenyl-, -sulfinyl- and -sulfonylation. Part 1: Use of CF3SO2Na.

Authors:  Hélène Guyon; Hélène Chachignon; Dominique Cahard
Journal:  Beilstein J Org Chem       Date:  2017-12-19       Impact factor: 2.883

5.  Synthesis of Aryl Triflones through the Trifluoromethanesulfonylation of Benzynes.

Authors:  Yuji Sumii; Yutaka Sugita; Etsuko Tokunaga; Norio Shibata
Journal:  ChemistryOpen       Date:  2018-02-27       Impact factor: 2.911
  5 in total

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