(Diacetoxyiodo)benzene: More Than an Oxidant | Health & Environmental Research Online (HERO)

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Citation
Tags

HERO ID

4284389

Reference Type

Journal Article

Title

(Diacetoxyiodo)benzene: More Than an Oxidant

Author(s)

Freitas; Rosana Helena C. N.

Year

2017

Is Peer Reviewed?

Yes

Journal

Australian Journal of Chemistry
ISSN: 0004-9425
EISSN: 1445-0038

Volume

Issue

Page Numbers

338-340

Language

English

DOI

10.1071/CH16239

Web of Science Id

WOS:000395561500016

URL

https://www.scopus.com/inward/record.uri?eid=2-s2.0-85014555328&doi=10.1071%2fCH16239&partnerID=40&md5=aaf2400452a883fa81cd3f9568ef76ab
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Abstract

Diacetoxyiodo) benzene (PhI(OAc)(2)) or phenyliodine(III) diacetate (PIDA) is a common oxidant reagent used in organic synthesis. PhI(OAc) 2, which has a hypervalent iodine atom, features a T-shaped molecular geometry. Typically, (diacetoxyiodo) benzene acts as oxidizing agent and promotes several oxidation and free radical reactions.[1-5] Recently, PhI(OAc) 2 is emerging as a potential catalyst and reagent in the construction of heterocycles([5-12]) and in enantioselective reactions.([13])

(Diacetoxyiodo) benzene (1) is commercially available; however, it can be synthesized in quantitative yield through treatment of iodobenzene (2) with NaBO3 and CF3SO3H in the presence of acetic acid (AcOH)([14]) (Scheme 1).