N‐Arylation of Fluoroalkylamine and Trifluoroacetamide through Cu–Catalysis

Copper mediated coupling of fluoro‐alkylamines/trifluoroacetamide and aryl‐boronic acids have been developed. N‐arylation of di/trifluoroethylamine was achieved by a Cu(OAc)2/Py system with AgNO3 as an additive, while the N‐arylation of trifluoroacetamide was described with Cu(OAc)2/TEA system. Thes...

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Veröffentlicht in:ChemistrySelect (Weinheim) 2019-11, Vol.4 (41), p.12124-12127
Hauptverfasser: Xin, Jiaqi, Leng, Faqiang
Format: Artikel
Sprache:eng
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Zusammenfassung:Copper mediated coupling of fluoro‐alkylamines/trifluoroacetamide and aryl‐boronic acids have been developed. N‐arylation of di/trifluoroethylamine was achieved by a Cu(OAc)2/Py system with AgNO3 as an additive, while the N‐arylation of trifluoroacetamide was described with Cu(OAc)2/TEA system. These protocols could tolerate a variety of functional groups of hetero/aryl‐boronic acids, furnishing the corresponding products with moderate to good yields under mild and simple conditions. Two simple and effective protocols to prepare N‐(fluoroalkyl/fluoroacetamide) aniline were developed. Various functional groups of aryl‐boronic acid were well tolerated. The selective of N‐arylation of fluoroalkylamine and fluoroacetamide was dramatically affected by the base.
ISSN:2365-6549
2365-6549
DOI:10.1002/slct.201902689