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The rapid generation of isothiocyanates in flow

Baumann, Marcus; Baxendale, Ian R.

The rapid generation of isothiocyanates in flow Thumbnail


Authors

Marcus Baumann



Abstract

Isothiocyanates are versatile starting materials for a wide range of chemical reactions. However, their high nucleophilic susceptibility means they are best prepared and used immediately. We report here on a flow platform for the fast and efficient formation of isothiocyanates by the direct conversion of easily prepared chloroximes. To expedite this chemistry a flow insert cartridge containing two immobilised reagents is used to affect the chemical transformation which typically eliminates the requirements for any conventional work-up or purification of the reaction stream.

Citation

Baumann, M., & Baxendale, I. R. (2013). The rapid generation of isothiocyanates in flow. Beilstein Journal of Organic Chemistry, 9, 1613-1619. https://doi.org/10.3762/bjoc.9.184

Journal Article Type Article
Acceptance Date Jul 23, 2013
Publication Date Aug 8, 2013
Deposit Date Jul 14, 2014
Publicly Available Date Jun 1, 2015
Journal Beilstein Journal of Organic Chemistry
Print ISSN 1860-5397
Publisher Beilstein-Institut
Peer Reviewed Peer Reviewed
Volume 9
Pages 1613-1619
DOI https://doi.org/10.3762/bjoc.9.184
Keywords Chloroxime, Dipolar cycloaddition, Flow chemistry, Flow synthesis, Immobilised reagents, Isothiocyanate, Nitrile oxide.

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Published Journal Article (696 Kb)
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Publisher Licence URL
http://creativecommons.org/licenses/by/4.0/

Copyright Statement
© 2013 Baumann and Baxendale; licensee Beilstein-Institut. This is an Open Access article under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in
any medium, provided the original work is properly cited.
The license is subject to the Beilstein Journal of Organic
Chemistry terms and conditions: (http://www.beilstein-journals.org/bjoc)




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