New halogenation reagent system for one-pot conversion of alcohols into iodides and azides

Citation
A. Kamal et al., New halogenation reagent system for one-pot conversion of alcohols into iodides and azides, SYN COMMUN, 31(6), 2001, pp. 827-833
Citations number
13
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNTHETIC COMMUNICATIONS
ISSN journal
00397911 → ACNP
Volume
31
Issue
6
Year of publication
2001
Pages
827 - 833
Database
ISI
SICI code
0039-7911(2001)31:6<827:NHRSFO>2.0.ZU;2-K
Abstract
In situ generation of hydrogen iodide from methane-sulphonic acid/sodium io dide in different solvents was found to be an attractive reagent system for the chemoselective conversion of various alcohols to their corresponding i odides. Moreover, treatment of benzylic and allylic alcohols with this reag ent system, followed by substitution with azide ion, produced the correspon ding azides in one pot in good yields.