A simple, two-step conversion of various iodoarenes to (diacetoxyiodo)arenes with chromium(VI) oxide as the oxidant

Citation
P. Kazmierczak et L. Skulski, A simple, two-step conversion of various iodoarenes to (diacetoxyiodo)arenes with chromium(VI) oxide as the oxidant, SYNTHESIS-S, (12), 1998, pp. 1721-1723
Citations number
28
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
SYNTHESIS-STUTTGART
ISSN journal
00397881 → ACNP
Issue
12
Year of publication
1998
Pages
1721 - 1723
Database
ISI
SICI code
0039-7881(199812):12<1721:ASTCOV>2.0.ZU;2-I
Abstract
Chromium(VI) oxide, an inexpensive and easily handled oxidant, dissolved in the anhydrous acetic acid/acetic anhydride/concentrated H2SO4 liquid syste m effectively oxidizes various iodoarenes ArI to the respective iodine(III) intermediates ArISO4 and/or ArI(OSO3H)(2). The resulting solutions were mi xed with excess 20% aqueous ammonium acetate solution to give, after filtra tion and purification, (diacetoxyiodo)arenes ArI(OAc)(2) in 58-82% yields.