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Acid Fluorides as Acyl Electrophiles in Suzuki-Miyaura Coupling

Authors :
Yohei Ogiwara
Norio Sakai
Yuka Sakurai
Daisuke Sakino
Source :
European Journal of Organic Chemistry. 2017:4324-4327
Publication Year :
2017
Publisher :
Wiley, 2017.

Abstract

The first palladium-catalyzed construction of ketones via Suzuki-Miyaura reaction using acid fluorides is described. In contrast to typical acyl electrophiles such as acid chlorides, acid fluorides are uncommon acyl electrophiles to use in boron-based coupling probably due to a high level of stability toward nucleophiles. This first attempt to use acid fluorides as a coupling partner with boronic acid allowed highly functional group tolerance and a wide substrate scope, and afforded various ketones in effective yields.

Details

ISSN :
1434193X
Volume :
2017
Database :
OpenAIRE
Journal :
European Journal of Organic Chemistry
Accession number :
edsair.doi...........fc6ccc3e9eacad827aa70b1824fdcb23
Full Text :
https://doi.org/10.1002/ejoc.201700917