title: Direct and convenient conversion of alcohols to fluorides.
abstract: [reaction: see text] Directly mixing primary, secondary, and tertiary alcohols with nC(4)F(9)SO(2)F-NR(3)(HF)(3)-NR(3) in THF or MeCN results in convenient conversion to the corresponding fluorides in high yields. The readily available reagents are easy to handle, and the mild, almost neutral reaction conditions allow for excellent functional group compatibility. A NR(3)(HF)(3)/NR(3) ratio of </=1:2 gives the highest reactivity.
authors.affiliation: Department of Process Research, Merck Research Laboratories, P.O. Box 2000, Rahway, New Jersey 07065, USA. jingjun@merck.com
authors.forename: Jingjun
authors.initials: J
authors.lastname: Yin
authors.forename: Devin S
authors.initials: DS
authors.lastname: Zarkowsky
authors.forename: David W
authors.initials: DW
authors.lastname: Thomas
authors.forename: Matthew M
authors.initials: MM
authors.lastname: Zhao
authors.forename: Mark A
authors.initials: MA
authors.lastname: Huffman
mesh_terms: D000097:Acetonitriles / Q000737:chemistry; D000438:Alcohols / Q000138:chemical synthesis* / Q000737:chemistry; D005459:Fluorides / Q000138:chemical synthesis*; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry; D015394:Molecular Structure
chemical_list: D000097:Acetonitriles; D000438:Alcohols; D006845:Hydrocarbons, Fluorinated; D005459:Fluorides