Journal
HETEROCYCLES
Volume 92, Issue 9, Pages 1687-1697Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.3987/COM-16-13506
Keywords
Minisci Reaction; Boronic Acid; Radical; Lewis Acid
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Funding
- College of Charleston Undergraduate Research and Creative Activities office
- Howard Hughes Medical Institute to the College of Charleston as part of their Undergraduate Science Education Competition
- College of Charleston
- National Science Foundation [1429308]
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [1429308] Funding Source: National Science Foundation
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A Lewis acid-catalyzed Minisci reaction between arylboronic acids and heterocycles has been developed. This radical-coupling reaction was demonstrated employing several different heterocycles as well as electron-rich arylboronic acids. Quinoline substrates afforded modest regioselectivity for substitution at the 4-position under the reaction conditions, in contrast to previously reported Bronsted acid-mediated reactions with quinoline substrates that favored substitution at the 2-position.
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