Photocatalytic trifluoromethoxylation of arenes and heteroarenes in continuous-flow

Alexander V. Nyuchev; Ting Wan; Borja Cendón; Carlo Sambiagio; Job J. C. Struijs; Michelle Ho; Moisés Gulías; Ying Wang; Timothy Noël

doi:10.3762/bjoc.16.111

Beilstein Journal of Organic Chemistry (Jun 2020)

Photocatalytic trifluoromethoxylation of arenes and heteroarenes in continuous-flow

Alexander V. Nyuchev,
Ting Wan,
Borja Cendón,
Carlo Sambiagio,
Job J. C. Struijs,
Michelle Ho,
Moisés Gulías,
Ying Wang,
Timothy Noël

Affiliations

Alexander V. Nyuchev: Micro Flow Chemistry and Synthetic Methodology, Department of Chemical Engineering and Chemistry, Eindhoven University of Technology, Het Kranenveld, Bldg 14 − Helix, 5600 MB Eindhoven, The Netherlands
Ting Wan: Micro Flow Chemistry and Synthetic Methodology, Department of Chemical Engineering and Chemistry, Eindhoven University of Technology, Het Kranenveld, Bldg 14 − Helix, 5600 MB Eindhoven, The Netherlands
Borja Cendón: Micro Flow Chemistry and Synthetic Methodology, Department of Chemical Engineering and Chemistry, Eindhoven University of Technology, Het Kranenveld, Bldg 14 − Helix, 5600 MB Eindhoven, The Netherlands
Carlo Sambiagio: Micro Flow Chemistry and Synthetic Methodology, Department of Chemical Engineering and Chemistry, Eindhoven University of Technology, Het Kranenveld, Bldg 14 − Helix, 5600 MB Eindhoven, The Netherlands
Job J. C. Struijs: Micro Flow Chemistry and Synthetic Methodology, Department of Chemical Engineering and Chemistry, Eindhoven University of Technology, Het Kranenveld, Bldg 14 − Helix, 5600 MB Eindhoven, The Netherlands
Michelle Ho: Micro Flow Chemistry and Synthetic Methodology, Department of Chemical Engineering and Chemistry, Eindhoven University of Technology, Het Kranenveld, Bldg 14 − Helix, 5600 MB Eindhoven, The Netherlands
Moisés Gulías: Centro Singular de Investigación en Química Biolóxica e Materiais Moleculares (CIQUS) and Departamento de Química Orgánica, Universidade de Santiago de Compostela, 15782 Santiago de Compostela, Spain
Ying Wang: Discovery Chemistry and Technologies, AbbVie Inc., 1 North Waukegan, Road, North Chicago, Illinois 60064, United States of America
Timothy Noël: Micro Flow Chemistry and Synthetic Methodology, Department of Chemical Engineering and Chemistry, Eindhoven University of Technology, Het Kranenveld, Bldg 14 − Helix, 5600 MB Eindhoven, The Netherlands

DOI: https://doi.org/10.3762/bjoc.16.111
Journal volume & issue: Vol. 16, no. 1
pp. 1305 – 1312

Abstract

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The first example of photocatalytic trifluoromethoxylation of arenes and heteroarenes under continuous-flow conditions is described. Application of continuous-flow microreactor technology allowed to reduce the residence time up to 16 times in comparison to the batch procedure, while achieving similar or higher yields. In addition, the use of inorganic bases was demonstrated to increase the reaction yield under batch conditions.

Published in Beilstein Journal of Organic Chemistry

ISSN: 1860-5397 (Online)
Publisher: Beilstein-Institut
Country of publisher: Germany
LCC subjects: Science: Chemistry: Organic chemistry
Website: http://www.beilstein-journals.org/bjoc

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