Literature DB >> 25068681

Efficient copper-catalyzed trifluoromethylation of aromatic and heteroaromatic iodides: the beneficial anchoring effect of borates.

Zsombor Gonda1, Szabolcs Kovács, Csaba Wéber, Tamás Gáti, Attila Mészáros, András Kotschy, Zoltán Novák.   

Abstract

Efficient copper-catalyzed trifluoromethylation of aromatic iodides was achieved with TMSCF3 in the presence of trimethylborate. The Lewis acid was used to anchor the in situ generated trifluoromethyl anion and suppress its rapid decomposition. Broad applicability of the new trifluoromethylating reaction was demonstrated in the functionalization of different aromatic and heteroaromatic iodides.

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Year:  2014        PMID： 25068681     DOI： 10.1021/ol501967c

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


  7 in total

1.  Ligand-Controlled Regioselective Copper-Catalyzed Trifluoromethylation To Generate (Trifluoromethyl)allenes.

Authors:  Brett R Ambler; Santosh Peddi; Ryan A Altman
Journal:  Org Lett       Date:  2015-04-24       Impact factor: 6.005

Review 2.  Progress in copper-catalyzed trifluoromethylation.

Authors:  Guan-Bao Li; Chao Zhang; Chun Song; Yu-Dao Ma
Journal:  Beilstein J Org Chem       Date:  2018-01-17       Impact factor: 2.883

3.  Synthesis of a 3'-C-ethynyl-β-d-ribofuranose purine nucleoside library: Discovery of C7-deazapurine analogs as potent antiproliferative nucleosides.

Authors:  Fabian Hulpia; Sam Noppen; Dominique Schols; Graciela Andrei; Robert Snoeck; Sandra Liekens; Peter Vervaeke; Serge Van Calenbergh
Journal:  Eur J Med Chem       Date:  2018-07-29       Impact factor: 6.514

4.  Copper-catalyzed chemoselective synthesis of 4-trifluoromethyl pyrazoles.

Authors:  Jiaqing Lu; Yuning Man; Yabin Zhang; Bo Lin; Qi Lin; Zhiqiang Weng
Journal:  RSC Adv       Date:  2019-09-30       Impact factor: 4.036

5.  Practical Synthesis of α-Trifluoromethylated Pyridines Based on Regioselective Cobalt-Catalyzed [2+2+2] Cycloaddition using Trifluoromethylated Diynes with Nitriles.

Authors:  Tatsuya Kumon; Shigeyuki Yamada; Tomohiro Agou; Hiroki Fukumoto; Toshio Kubota; Gerald B Hammond; Tsutomu Konno
Journal:  Adv Synth Catal       Date:  2021-01-22       Impact factor: 5.837

6.  Electrolytic copper as cheap and effective catalyst for one-pot triazole synthesis.

Authors:  Jacek Mularski; Barbara Czaplińska; Wioleta Cieślik; Jakub Bebłot; Piotr Bartczak; Rafał Sitko; Jarosław Polański; Robert Musiol
Journal:  Sci Rep       Date:  2018-03-14       Impact factor: 4.379

7.  Copper-Catalyzed Trifluoromethylation of Alkoxypyridine Derivatives.

Authors:  Nandor Gyorfi; Emese Farkas; Norbert Nemet; Csaba Weber; Zoltan Novak; Andras Kotschy
Journal:  Molecules       Date:  2020-10-16       Impact factor: 4.411
  7 in total

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