Synthesis of ferrocenyl quinones

Zora, Metin; Yucel, Baris; Acikalin, Serdar

doi:10.1016/s0040-4039(03)00099-6

Cited by 40 publications

(13 citation statements)

References 32 publications

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“…Our results were first disclosed in a preliminary format in 2001. 4 Zora et al, 5 building on our initial disclosure, recently published chemistry very similar to ours. We therefore more formally describe herein our studies of the synthesis of "squarylferrocenes".…”

Section: Introductionsupporting

confidence: 64%

Synthesis of squaric acid ester-containing ferrocene derivatives

Aguilar-Aguilar¹,

Peña‐Cabrera²,

Liebeskind³

2004

Arkivoc

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Section: Introductionsupporting

confidence: 64%

Synthesis of squaric acid ester-containing ferrocene derivatives

Aguilar-Aguilar¹,

Peña‐Cabrera²,

Liebeskind³

2004

Arkivoc

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“…Zora et al 208 demonstrated a concise and synthetically flexible cyclobutenedione based approach to highly substituted ferrocenyl quinones (175) which relies on the versatility of cyclobutene diones as scaffolds for the construction of a diverse range of molecular structures.…”

Section: Synthesis Of Higher 14-benzoquinones Derivatives By the Reamentioning

confidence: 99%

“…This methodology has been applied to a short enantioselective synthesis of the potent naturally occurring mutagen aflatoxin B 2 (205 (208) were found to be the major product, instead of the [2+2] cycloadducts, cyclobutanes (209).…”

mentioning

confidence: 99%

Recent advances in 1,4-benzoquinone chemistry

Abraham¹,

Joshi²,

Pardasani³

et al. 2011

J. Braz. Chem. Soc.

170

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As 1,4-benzoquinonas são encontradas em toda a natureza, podendo ser sintetizadas por diversas estratégias. Esta revisão apresenta os desenvolvimentos recentes das metodologias de síntese, das reações de ciclo adição, da química computacional e dos estudos de pulso radiolítico. Destaca ainda a sua significância química e biológica e de seus compostos derivados.1,4-Benzoquinones are ubiquitous in nature and can be synthesized by diverse strategies. Recent developments on their synthetic methodologies, cycloaddition reactions, computational chemistry and pulse radiolytic studies are reported in this review. Their chemical and biological significance as well as their derivates' are also covered.

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“…Thermolysis of a ferrocenyl-substituted cyclobutenone in refluxing dioxane followed by oxidation with lead dioxide forms the corresponding 1,4-benzoquinone 48 by way of a dienylketene intermediate (Scheme 67). 101 The oxidizing agent is chosen to avoid competitive oxidation of the ferrocenyl group. A novel ynolate reaction with a stable silyl(vinyl)ketene generates dienylketene 49, which undergoes an electrocyclization followed by carbon to oxygen silyl migration to afford a phenol (Scheme 68).…”

Section: Scheme 63mentioning

confidence: 99%

Cycloaddition and Electrocyclic Reactions of Vinylketenes, Allenylketenes, and Alkynylketenes

Tidwell

2015

Organic Reactions

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Vinylketenes may be prepared by the typical procedures used for other ketenes, and are usually highly reactive, except when bulky groups and silyl substituents are present. They are extensively utilized in cycloaddition reactions and electrocyclizations, including dimerizations, inter‐ and intramolecular reactions with alkenes, alkynes, imines, and carbonyl groups, and intramolecular reactions with aryl and heteroaryl groups. These pericyclic reactions are widely used in syntheses of carbocyclic and heterocyclic products, and are particularly useful for the preparation of β‐lactams and β‐lactones. Allenylketenes and alkynylketenes also undergo cycloaddition and electrocyclic reactions.

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Synthesis of ferrocenyl quinones

Cited by 40 publications

References 32 publications

Synthesis of squaric acid ester-containing ferrocene derivatives

Synthesis of squaric acid ester-containing ferrocene derivatives

Recent advances in 1,4-benzoquinone chemistry

Cycloaddition and Electrocyclic Reactions of Vinylketenes, Allenylketenes, and Alkynylketenes

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