title: Direct dehydroxytrifluoromethylthiolation of alcohols using silver(I) trifluoromethanethiolate and tetra-n-butylammonium iodide.
abstract: An unprecedented reaction for the direct trifluoromethylthiolation and fluorination of alkyl alcohols using AgSCF3 and nBu4NI has been developed. The trifluoromethylthiolated compounds and alkyl fluorides were selectively formed by changing the ratio of AgSCF3/nBu4NI. This protocol is tolerant of different functional groups and might be applicable to late-stage trifluoromethylthiolation of alcohols.
authors.affiliation: Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, 345 Lingling Lu, Shanghai 200032 (China).
authors.forename: Jian-Bo
authors.initials: JB
authors.lastname: Liu
authors.forename: Xiu-Hua
authors.initials: XH
authors.lastname: Xu
authors.forename: Zeng-Hao
authors.initials: ZH
authors.lastname: Chen
authors.forename: Feng-Ling
authors.initials: FL
authors.lastname: Qing
mesh_terms: D000438:Alcohols / Q000737:chemistry*; D064751:Ammonium Compounds; D008698:Mesylates / Q000737:chemistry*; D000644:Quaternary Ammonium Compounds / Q000737:chemistry*; D012834:Silver / Q000737:chemistry*; D013440:Sulfides / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: D000438:Alcohols; D064751:Ammonium Compounds; D008698:Mesylates; D000644:Quaternary Ammonium Compounds; D013440:Sulfides; D012834:Silver; C012077:trifluoromethanesulfonic acid; C582942:ammonium iodide
keywords: alcohols; chemoselectivity; fluorine; silver; synthetic methods