Perhalo Ketones. V.<sup>1</sup> The Reaction of Perhaloacetones with Aromatic Hydrocarbons

Farah, Basil S.; Gilbert, Everett E.; Sibilia, J. P.

doi:10.1021/jo01015a009

Cited by 54 publications

(18 citation statements)

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“…The synthetic scheme for SR1078 is shown in Fig. 1B (15). This compounds was initially identified based on its ability to inhibit the constitutive activity of RORα/γ.…”

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confidence: 99%

Identification of SR1078, a Synthetic Agonist for the Orphan Nuclear Receptors RORα and RORγ

et al. 2010

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The retinoic acid receptor-related receptors (RORs) are members of the nuclear receptor (NR) superfamily of transcription factors. Several NRs are still characterized as orphan receptors since ligands have not yet been identified for these proteins. Here, we describe the identification of a synthetic RORα/RORγ ligand, SR1078. SR1078 modulates the conformation of RORγ in a biochemical assay and activates RORα and RORγ driven transcription. Furthermore, SR1078 stimulates expression of endogenous ROR target genes in HepG2 cells that express both RORα and RORγ. Pharmacokinetic studies indicate that SR1078 displays reasonable exposure following injection into mice and consistent with SR1078 functioning as a RORα/RORγ agonist, expression of two ROR target genes, glucose-6-phosphatase and fibroblast growth factor 21, were stimulated in the liver. Thus, we have identified the first synthetic RORα/γ agonist and this compound can be utilized as a chemical tool to probe the function of these receptors both in vitro and in vivo.

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“…The synthetic scheme for SR1078 is shown in Fig. 1B (15). This compounds was initially identified based on its ability to inhibit the constitutive activity of RORα/γ.…”

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confidence: 99%

Identification of SR1078, a Synthetic Agonist for the Orphan Nuclear Receptors RORα and RORγ

et al. 2010

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“…These are probably due to both ortho and para substitution on the phenyl ring of PS as a result of the Friedel-Crafts reaction of hexafluoroacetone. In the reaction of model compounds of toluene and hexafluoroacetone under similar conditions, Farah et al (5) found both mono-(para) and bis-(para and ortho) substituted products. The less sterically hindered para position in our polymer should be more reactive and hence has the stronger peak intensity (3520 cm-').…”

Section: Infrared Studiesmentioning

confidence: 97%

Compatibility studies of poly(styrene‐co‐vinylphenyl hexafluorodimethyl carbinol) with bisphenol a polycarbonate, poly(butyl methacrylate), and poly(2,6‐dimethyl‐1,4‐phenylene oxide)

Shan

Pearce

Kwei³

1980

J. Polym. Sci. B Polym. Lett. Ed.

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“…Following a diazonium/iodination protocol on alcohol 9 , the resulting alcohol 10 can be oxidized into all three compounds in excellent yield [14,15] . An alternative strategy to obtain related compounds begins with the Friedel–Crafts hydroxyalkylation of benzene with hexafluoroacetone 8 to obtain the hexafluorocumyl alcohol 11 ( Scheme 1 ,b ) [16] . This compound can then be dilithiated and quenched with molecular iodine to form the desired iodoarene 12 [17] .…”

Section: Synthesis and Derivativesmentioning

confidence: 99%

Cyclic Haloiodanes: Syntheses, Applications and Fundamental Studies

Robidas

Legault

2021

Helvetica Chimica Acta

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Hypervalent iodine reagents are powerful tools in contemporary organic synthesis. They have found numerous applications in modern oxidative transformations. The unique reactivity of hypervalent iodine allows access to unconventional electrophilic synthons. For example, electrophilic halogenation chemistry has been greatly expanded by the study of various haloiodanes. Cyclic λ3‐haloiodanes are versatile reagents which can promote reactions such as halogenations, halocyclizations and oxidations. Their peculiar reactivity sets them apart from traditional sources of electrophilic halogens. Furthermore, they offer a broad range of reactivities which have been exploited in more diversified transformations. This review summarizes the different syntheses and derivatives of these cyclic haloiodanes, their applications and mechanistic insights as well as the relevant computational, structural and kinetic studies.

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Perhalo Ketones. V.¹ The Reaction of Perhaloacetones with Aromatic Hydrocarbons

Cited by 54 publications

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Identification of SR1078, a Synthetic Agonist for the Orphan Nuclear Receptors RORα and RORγ

Identification of SR1078, a Synthetic Agonist for the Orphan Nuclear Receptors RORα and RORγ

Compatibility studies of poly(styrene‐co‐vinylphenyl hexafluorodimethyl carbinol) with bisphenol a polycarbonate, poly(butyl methacrylate), and poly(2,6‐dimethyl‐1,4‐phenylene oxide)

Cyclic Haloiodanes: Syntheses, Applications and Fundamental Studies

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Perhalo Ketones. V.1 The Reaction of Perhaloacetones with Aromatic Hydrocarbons

Cited by 54 publications

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Identification of SR1078, a Synthetic Agonist for the Orphan Nuclear Receptors RORα and RORγ

Identification of SR1078, a Synthetic Agonist for the Orphan Nuclear Receptors RORα and RORγ

Compatibility studies of poly(styrene‐co‐vinylphenyl hexafluorodimethyl carbinol) with bisphenol a polycarbonate, poly(butyl methacrylate), and poly(2,6‐dimethyl‐1,4‐phenylene oxide)

Cyclic Haloiodanes: Syntheses, Applications and Fundamental Studies

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Perhalo Ketones. V.¹ The Reaction of Perhaloacetones with Aromatic Hydrocarbons