Preparation and X-ray structures of 3-[Bis(trifluoroacetoxy)iodo]benzoic acid and 3-[hydroxy(tosyloxy)iodo]benzoic acid: new recyclable hypervalent iodine reagents.
Preparation, structural characterization, and reactivity of 3-[bis(trifluoroacetoxy)iodo]benzoic acid and 3-[hydroxy(tosyloxy)iodo]benzoic acid, new recyclable iodine(III) reagents derived from 3-iodosylbenzoic acid, are described. The reduced form of these reagents, 3-iodobenzoic acid, can be easily recovered from the reaction mixtures using ion-exchange resin or basic aqueous workup followed by acidification with HCl.
Yusubov
Mekhman S
MS
The Siberian State Medical University and The Tomsk Polytechnic University, 2 Moskovsky trakt, 634050 Tomsk, Russia.
Funk
Tatyana V
TV
Chi
Ki-Whan
KW
Cha
Eun-Hye
EH
Kim
Ghyung Hwa
GH
Kirschning
Andreas
A
Zhdankin
Viktor V
VV
D001565:Benzoates / Q000138:chemical synthesis* / Q000737:chemistry*; D018360:Crystallography, X-Ray; D005463:Fluoroacetates; D006847:Hydrocarbons, Iodinated / Q000138:chemical synthesis* / Q000737:chemistry*; D007202:Indicators and Reagents / Q000138:chemical synthesis / Q000737:chemistry; D007463:Iodobenzoates; D008958:Models, Molecular; D015394:Molecular Structure; D013237:Stereoisomerism; D014105:Tosyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry*
C527338:3-(bis(trifluoroacetoxy)iodo)benzoic acid; C527339:3-(hydroxy(tosyloxy)iodo)benzoic acid; D001565:Benzoates; D005463:Fluoroacetates; D006847:Hydrocarbons, Iodinated; D007202:Indicators and Reagents; D007463:Iodobenzoates; D014105:Tosyl Compounds