IBX—New Reactions with an Old Reagent

Wirth, Thomas

doi:10.1002/1521-3773(20010803)40:15<2812::aid-anie2812>3.0.co;2-x

Cited by 205 publications

(56 citation statements)

References 39 publications

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“…IBX can also effect oxidative transformations of a variety of other functional groups. [6] Iodine(III) compounds with two heteroatom ligands, e.g. (diacetoxyiodo)benzene (PIDA), [bis(trifluoroacetoxy)]iodobenzene (PIFA) and iodosylbenzene, are employed in oxidations of alcohols and alkenes, as well as in α-functionalization of carbonyl compounds.…”

Section: Introductionmentioning

confidence: 73%

α-Functionalization of Carbonyl Compounds Using Hypervalent Iodine Reagents

Merritt¹,

Olofsson²

2010

Synthesis

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Section: Introductionmentioning

confidence: 73%

α-Functionalization of Carbonyl Compounds Using Hypervalent Iodine Reagents

Merritt¹,

Olofsson²

2010

Synthesis

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“…For example, Dess-Martin periodinane (DMP) is often used as mild oxidant of alcohol moieties 3 while 2-iodoxybenzoic acid (IBX) enables the oxidation of the benzylic position or the introduction of α, β-double bonds into carbonyl compounds. 4 In contrast, diaryliodine(III) 5 reagents can be employed in reaction pathways that are similar to metal-catalyzed reactions. Owing to the highly electron-deficient nature of diaryliodonium salts at the iodine center and excellent leaving-group ability of the iodobenzene, they serve as versatile arylating agents with a variety of nucleophiles.…”

Section: Introductionmentioning

confidence: 99%

Diaryliodonium Salts in Organic Syntheses: A Useful Compound Class for Novel Arylation Strategies

Aradi

Tóth

Tolnai

et al. 2016

Synlett

194

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This account aims to give a description of the usefulness of diaryliodonium salts in organic chemistry, including their synthesis and applications in the presence and absence of transition metal catalysts. Herein, we briefly summarize the structural properties and reactivity of diaryliodonium salts. We collected several applications of the hypervalent reagents including metal-free arylations of C, O, N and S nucleophiles. Synthesis and functionalization of aromatic and heteroaromatic systems via copper and palladium catalyzed transformations are also discussed in this account.

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“…Several aspects of λ 5 -iodanes have been highlighted in chemical literature. [25][26][32][33][34] However, the chemistry of iodine(V) reagents have never been systematically reviewed. The purpose of the present review is to summarize the recent literature data on synthetically useful hypervalent iodine(V) reagents; literature coverage is through the first half of 2005.…”

Section: Introductionmentioning

confidence: 99%