Catalyst-free fluorinative alkoxylation of alkenes. Issue 45 (8th November 2018)

• Record Type: Journal Article
• Authors: Hou, Hong; Li, Hengxue; Xu, Yue; Tang, Daliang; Han, Ying; Yan, Chaoguo; Chen, Xiaoyun; Zhu, Shaoqun
• Is Part Of: Tetrahedron. Volume 74:Issue 45(2018)
• Page Start: 6577
• Page End: 6583
• Publication Date: 2018-11-08
• Subjects: Selectfluor® -- Fluorinative alkoxylation -- Alkenes -- Difunctionalization -- Fluorinative esterification -- Fluorinative amidation; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2018.09.038
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: The fluorinative alkoxylation of simple alkenes under catalyst-free conditions was achieved. Various substituted olefins, including terminal and internal alkenes, and oxygen-containing nucleophiles were compatible with the standard conditions, and gave a variety of β-fluoroethers in good to excellent yields. Notably, the alkynyl and chloride-containing nucleophiles were well tolerated. In addition, acetic acid and TsNH2 could be also used as nucleophiles and successfully afforded the desired products in good yields. Graphical abstract: