Literature DB >> 26797773

Trifluoromethylselenolation of Aryldiazonium Salts: A Mild and Convenient Copper-Catalyzed Procedure for the Introduction of the SeCF3 Group.

Pavlo Nikolaienko1, Magnus Rueping2,3.   

Abstract

The straightforward introduction of the trifluoromethylseleno group into aromatic and heteroaromatic compounds is accomplished by the utilization of readily available aryldiazonium tetrafluoroborates, potassium selenocyanate, and Ruppert-Prakash reagent. The reaction tolerates a wide range of aromatic and heteroaromatic diazonium salts and is also amenable to the synthesis of pentafluoroethyl selenoethers. Furthermore, the methodology can be applied directly starting from anilines.
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  anilines; copper; diazonium salts; fluorine; organic chemistry

Year:  2016        PMID: 26797773     DOI: 10.1002/chem.201504601

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  6 in total

Review 1.  Recent trends in the chemistry of Sandmeyer reaction: a review.

Authors:  Rabia Akhtar; Ameer Fawad Zahoor; Nasir Rasool; Matloob Ahmad; Kulsoom Ghulam Ali
Journal:  Mol Divers       Date:  2021-08-20       Impact factor: 2.943

2.  Divergent Reactivity of a Dinuclear (NHC)Nickel(I) Catalyst versus Nickel(0) Enables Chemoselective Trifluoromethylselenolation.

Authors:  Alexander B Dürr; Henry C Fisher; Indrek Kalvet; Khai-Nghi Truong; Franziska Schoenebeck
Journal:  Angew Chem Int Ed Engl       Date:  2017-09-14       Impact factor: 15.336

3.  Electrophilic Trifluoromethylselenolation of Boronic Acids.

Authors:  Clément Ghiazza; Anis Tlili; Thierry Billard
Journal:  Molecules       Date:  2017-05-19       Impact factor: 4.411

Review 4.  Copper-promoted/copper-catalyzed trifluoromethylselenolation reactions.

Authors:  Clément Ghiazza; Anis Tlili
Journal:  Beilstein J Org Chem       Date:  2020-03-03       Impact factor: 2.883

Review 5.  Progress and recent trends in the direct selenocyanation of (hetero)aromatic C-H bonds.

Authors:  Akbar Hassanpour; Elham Ghavidelaghdam; Abdol Ghaffar Ebadi; Mohammad Reza Poor Heravi; Esmail Vessally
Journal:  RSC Adv       Date:  2021-06-24       Impact factor: 4.036

6.  Topochemical, Single-Crystal-to-Single-Crystal [2+2] Photocycloadditions Driven by Chalcogen-Bonding Interactions.

Authors:  Jan Alfuth; Olivier Jeannin; Marc Fourmigué
Journal:  Angew Chem Int Ed Engl       Date:  2022-07-27       Impact factor: 16.823

  6 in total

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