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

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 (Corresponding author)

Chemical Engineering and Chemistry

Research output: Contribution to journal › Article › Academic › peer-review

32 Citations (Scopus)

123 Downloads (Pure)

Abstract

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.

Original language	English
Pages (from-to)	1305-1312
Number of pages	8
Journal	Beilstein Journal of Organic Chemistry
Volume	16
DOIs	https://doi.org/10.3762/bjoc.16.111
Publication status	Published - 15 Jun 2020

Funding

We acknowledge financial support from AbbVie. T.W. acknowledges support from the China Scholarship Council (CSC). B.C. thanks MINECO for the FPI fellowship BES-2017-079784. C.S. acknowledges the European Union for a Marie Curie European post‐doctoral fellowship (FlowAct, Grant No. 794072).

Funders	Funder number
AbbVie
European Union's Horizon 2020 - Research and Innovation Framework Programme
European Commission	794072
Ministerio de Economía y Competitividad
China Scholarship Council

Keywords

Continuous-flow
C–H functionalization
Organic synthesis
Photoredox catalysis
Trifluoromethoxylation

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10.3762/bjoc.16.111

manuscript - published versionFinal published version, 618 KB

Cite this

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title = "Photocatalytic trifluoromethoxylation of arenes and heteroarenes in continuous-flow",

abstract = "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.",

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month = jun,

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AU - Nyuchev, Alexander V.

AU - Wan, Ting

AU - Cendón, Borja

AU - Sambiagio, Carlo

AU - Struijs, Job J.C.

AU - Ho, Michelle

AU - Gulías, Moisés

AU - Wang, Ying

AU - Noël, Timothy

PY - 2020/6/15

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N2 - 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.

AB - 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.

KW - Continuous-flow

KW - C–H functionalization

KW - Organic synthesis

KW - Photoredox catalysis

KW - Trifluoromethoxylation

UR - https://www.scopus.com/pages/publications/85087524858

U2 - 10.3762/bjoc.16.111

DO - 10.3762/bjoc.16.111

M3 - Article

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AN - SCOPUS:85087524858

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JO - Beilstein Journal of Organic Chemistry

JF - Beilstein Journal of Organic Chemistry

ER -

Photocatalytic trifluoromethoxylation of arenes and heteroarenes in continuous-flow

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Photocatalytic trifluoromethoxylation of arenes and heteroarenes in continuous-flow

Abstract

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Supplementary data for the paper: Photocatalytic trifluoromethoxylation of arenes and heteroarenes in continuous-flow

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