Literature DB >> 18505294

Regiospecific one-pot synthesis of diaryliodonium tetrafluoroborates from arylboronic acids and aryl iodides.

Marcin Bielawski1, David Aili, Berit Olofsson.   

Abstract

Diaryliodonium salts have recently received considerable attention as mild arylation reagents in organic synthesis. This paper describes a regiospecific, sequential one-pot synthesis of symmetrical and unsymmetrical diaryliodonium tetrafluoroborates, which are the most popular salts in metal-catalyzed arylations. The protocol is fast and high-yielding and has a large substrate scope. Furthermore, the corresponding diaryliodonium triflates can conveniently be obtained via an in situ anion exchange.

Entities:  

Year:  2008        PMID: 18505294     DOI: 10.1021/jo8004974

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


  25 in total

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Review 4.  Chemistry of polyvalent iodine.

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7.  Efficient Pathway for the Preparation of Aryl(isoquinoline)iodonium(III) Salts and Synthesis of Radiofluorinated Isoquinolines.

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8.  Enantioselective copper-catalyzed construction of aryl pyrroloindolines via an arylation-cyclization cascade.

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Journal:  J Am Chem Soc       Date:  2012-06-22       Impact factor: 15.419

9.  The Pyridyldiisopropylsilyl Group: A Masked Functionality and Directing Group for Monoselective ortho-Acyloxylation and ortho-Halogenation Reactions of Arenes.

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Journal:  Adv Synth Catal       Date:  2011-05-01       Impact factor: 5.837

10.  A Mild and General One-Pot Synthesis of Densely Functionalized Diaryliodonium Salts.

Authors:  Linlin Qin; Bao Hu; Kiel D Neumann; Ethan J Linstad; Katelyenn McCauley; Jordan Veness; Jayson J Kempinger; Stephen G DiMagno
Journal:  European J Org Chem       Date:  2015-08-14
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