Synthesis of 5-alkyl-3, 4-difluorofuran-2 (5H)-ones by lactonisation. Effects of substituents on cyclisation ability of fluorinated 4-hydroxyalkanoates. DFT calculations of …

J Hajduch, Z Duda, J Beran, J Kvíčala…

Index: Hajduch, Jan; Duda, Zdenek; Beran, Jiri; Kvicala, Jaroslav; Paleta, Oldrich Journal of Fluorine Chemistry, 2014 , vol. 162, p. 45 - 59

Full Text: HTML

Citation Number: 4

Abstract

Abstract 5-Alkyl-3, 4-difluorofuran-2 (5H)-ones were synthesised starting with radical addition of ethers to methyl 2, 3, 3-trifluoroprop-2-enoate, followed by alkyloxy bond cleavage, acid-catalyzed lactonisation and dehydrofluorination. For a study of substituent effects on lactonisation, methyl 4-bromo-2-chloro-2-fluorodecanoate and 2-chloro-2-fluoro-4, 4-dimethoxybutanoate based on radical additions of methyl 2-bromo-2-chloro-2- ...