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Iodoarene-catalyzed fluorination and aminofluorination by an Ar-I/HF·pyridine/mCPBA system†
Satoru Suzuki,Tomohiro Kamo,Kazunobu Fukushi,Takaaki Hiramatsu,Etsuko Tokunaga,Toshifumi Dohi,Yasuyuki Kita,Norio Shibata
Chemical Science Pub Date : 03/11/2014 00:00:00 , DOI:10.1039/C3SC53107D
Abstract

We have developed the iodoarene-catalyzed nucleophilic fluorination of β-dicarbonyl compounds and intramolecular aminofluorination of ω-amino-alkenes using the same reaction conditions. The key for this reaction is the in situ generation of a hypervalent iodine compound ArIF2 by hydrogen fluoride, mCPBA and a catalytic amount of iodoarene. Preliminary trials of catalytic asymmetric nucleophilic fluorination were conducted.

Graphical abstract: Iodoarene-catalyzed fluorination and aminofluorination by an Ar-I/HF·pyridine/mCPBA system
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