Facile syntheses of 4-perfluoroalkyl-6-(α-furyl)-2-pyranones and methyl 4-(α-furoyl)-3-perfluoroalkyl-3-butenoates

被引：6

作者：

Cao, WG ^{[1
]}

Ding, WY ^{[1
]}

Liu, RD ^{[1
]}

Huang, TH ^{[1
]}

Cao, J ^{[1
]}

机构：

[1] Shanghai Univ, Dept Chem, Shanghai 201800, Peoples R China

来源：

JOURNAL OF FLUORINE CHEMISTRY | 1999年 / 95卷 / 1-2期

关键词：

methyl; 2-perfluoroalkynoates; 4-perfluoroalkyl-6-(alpha-furyl)-2-pyranones; methyl 4-(alpha-furoyl)-3-perfluoroalkyl-3-butenoates;

D O I：

10.1016/S0022-1139(99)00016-0

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

In the presence of K2CO3, reaction of (alpha-furoyl)methyltriphenylphosphonium bromide (1) with methyl 2-perfluoroalkynoates (2) in CH2Cl2 at room temperature gave methyl 4-(alpha-furoyl)-2-triphenylphospknoranylidene-3-perfluoroalkyl-3-butenoates (3) in excellent yields. 4-Perfluoroalkyl-6-(alpha-furyl)-6-phyranones (4) and methyl 4-(alpha-furoyl)-3-perfluoroalkyl-3-butenoates (5) were obtained in high yield by hydrolysis of these phosphoranes (3) with hot aqueous methanol. The butenoates (5) were isolated chromatographically as mixtures of Z and E isomers, the ratios of which were estimated by H-1 NMR Reaction mechanisms are proposed to account for the formation of products 3, 4 and 5. (C) 1999 Elsevier Science S.A. All rights reserved.

引用

页码：135 / 140

页数：6

共 13 条

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