Efficient, rapid, and regioselective bromination of anilines and phenols with 1-butyl-3-methylpyridinium tribromide as a new reagent/solvent under mild conditions

TitleEfficient, rapid, and regioselective bromination of anilines and phenols with 1-butyl-3-methylpyridinium tribromide as a new reagent/solvent under mild conditions
Publication TypeJournal Article
Year of Publication2009
AuthorsBorikar, SP, Daniel, T, Paul, V
JournalTetrahedron Letters
Volume50
Issue9
Pagination1007-1009
Date PublishedMAR
ISSN0040-4039
KeywordsBromination, Ionic liquid, Regioselective, [BMPy]Br(3)
Abstract

1-Butyl-3-methylpyridinium tribromide, [BMPy]Br(3) proves to be a highly efficient, regioselective reagent/solvent for nuclear bromination of various anilines and phenols. The synthesis and characterization of the room temperature ionic liquid [BMPy]Br(3) (2) is described. The bromination was carried out in the absence of organic solvents and in most cases the only extraction solvent needed was water. The spent 1-butyl-3-methylpyridinium bromide (1) was easily recycled. (C) 2008 Elsevier Ltd. All rights reserved.

DOI10.1016/j.tetlet.2008.12.053
Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)2.618
Divison category: 
Organic Chemistry