Reactions of organic compounds with SF 4HF, SF 4HFCl 2(Br 2) and SF 4HFS 2Cl 2 systems

Abstract

Until recently the reactions of sulfur tetrafluoride with organic compounds proceeding with the substitution of hydrogen atom by fluorine have been considered anomalous. An important achievement in sulfur tetrafluoride chemistry, substantially expanding its preparative utility, is the modification of its reactions by using new fluorinating systems, such as SF 4HF, SF 4HFCl 2(Br 2) and SF 4HFS 2Cl 2. We have found SF 4HFX 2 systems are effective in halofluorination and fluorination of various organic compounds in high yields. Results and mechanisms of reactions of alkanes, alkenes, ketones, linear and cyclic esters, heterocyclic compounds with SF 4HFX 2 systems will be discussed. Reactions of aliphatic ketones, alkenes and perfluoralkenes with SF 4HFS 2Cl 2 systems are proposed as a new general convenient route to fluorinated and perfluorinated sulfides, polysulfides and sulfochlorides.