Perfluorinated pinacol promotes efficient amidination of 2-aminophenylboronic acid
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Kiefel, Milton J
Houston, Todd A
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Abstract
This work reports the use of halogenated alcohols in catalyzing a unique amidination reaction using 2-aminophenylboronic acid. Trials using acetonitrile as the reactant nitrile showed that the amidination efficiency increased from 33% with salicylic acid, to 78% with 2,2,2-trifluoroethanol and finally quantitative yields with perfluorinated pinacol. This protecting group proved to be highly efficient for amidination of several different nitrile groups with only mild heating.
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Arkivoc
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2022
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4
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© AUTHOR(S). This paper is an open access article distributed under the terms of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/)
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Medicinal and biomolecular chemistry
Organic chemistry
Science & Technology
Physical Sciences
Chemistry, Organic
Chemistry
Amidination
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Garget, TA; Kiefel, MJ; Houston, TA, Perfluorinated pinacol promotes efficient amidination of 2-aminophenylboronic acid, Arkivoc, 2022, 2022 (4), pp. 143-153