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Continuous-flow synthesis of biaryls by negishi cross-coupling of fluoro- and trifluoromethyl-substituted (hetero)arenes
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Roesner, Stefan and Buchwald, Stephen L. (2016) Continuous-flow synthesis of biaryls by negishi cross-coupling of fluoro- and trifluoromethyl-substituted (hetero)arenes. Angewandte Chemie International Edition, 55 (35). pp. 10463-10467. doi:10.1002/anie.201605584 ISSN 1433-7851.
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WRAP-continuous-flow-synthesis-biaryls-negishi-cross-coupling-Roesner-2017.pdf - Accepted Version - Requires a PDF viewer. Download (1591Kb) | Preview |
Official URL: http://dx.doi.org/10.1002/anie.201605584
Abstract
A continuous-flow method for the regioselective arylation of fluoroarenes and fluoropyridines has been developed. The telescoped procedure reported here consists of a three-step metalation, zincation, and Negishi cross-coupling sequence, providing efficient access to a variety of functionalized 2-fluorobiaryl products. Precise temperature control of the metalation step, made possible by continuous-flow technology, allowed for the efficient preparation of the arylated products in high yields and short residence times. Additionally, several examples of the regioselective arylation of benzotrifluoride derivatives are also provided.
Item Type: | Journal Article | ||||||||
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Subjects: | Q Science > QD Chemistry | ||||||||
Divisions: | Faculty of Science, Engineering and Medicine > Science > Chemistry | ||||||||
Library of Congress Subject Headings (LCSH): | Chemistry, Organic, Arylation | ||||||||
Journal or Publication Title: | Angewandte Chemie International Edition | ||||||||
Publisher: | Wiley - V C H Verlag GmbH & Co. KGaA | ||||||||
ISSN: | 1433-7851 | ||||||||
Official Date: | 22 August 2016 | ||||||||
Dates: |
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Volume: | 55 | ||||||||
Number: | 35 | ||||||||
Page Range: | pp. 10463-10467 | ||||||||
DOI: | 10.1002/anie.201605584 | ||||||||
Status: | Peer Reviewed | ||||||||
Publication Status: | Published | ||||||||
Access rights to Published version: | Restricted or Subscription Access | ||||||||
Date of first compliant deposit: | 13 December 2017 | ||||||||
Date of first compliant Open Access: | 26 July 2018 | ||||||||
RIOXX Funder/Project Grant: |
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