Diels-Alder reaction of 4-halogenated masked o-benzoquinones with electron-rich dienophiles

Seshi Reddy Surasani; Rama Krishna Peddinti

doi:10.1016/j.tetlet.2011.06.086

Diels-Alder reaction of 4-halogenated masked o-benzoquinones with electron-rich dienophiles

Seshi Reddy Surasani, Rama Krishna Peddinti

Indian Institute of Technology Roorkee

Research output: Contribution to journal › Article › peer-review

16 Scopus citations

Abstract

Inverse-electron-demand Diels-Alder reaction of masked o-benzoquinones (MOBs) ensuing from the corresponding 4-halo-2-methoxyphenols with styrene, dihydrofuran and ethyl vinyl ether, butyl vinyl ether, phenyl vinyl sulfide and vinyl acetate to afford the highly functionalized halogen substituted bicylclo[2.2.2]octenones are described.

Original language	English
Pages (from-to)	4615-4618
Number of pages	4
Journal	Tetrahedron Letters
Volume	52
Issue number	36
DOIs	https://doi.org/10.1016/j.tetlet.2011.06.086
State	Published - 7 Sep 2011
Externally published	Yes

Bibliographical note

Funding Information:
We are indebted to Professor V.R. Pedireddi, Indian Institute of Technology, Bhubaneswar for carrying out X-ray crystal analysis. S.R.S. thanks CSIR, New Delhi for the award of research fellowship.

Funding

We are indebted to Professor V.R. Pedireddi, Indian Institute of Technology, Bhubaneswar for carrying out X-ray crystal analysis. S.R.S. thanks CSIR, New Delhi for the award of research fellowship.

Funders	Funder number
Council of Scientific and Industrial Research, India

Keywords

4-Halo masked o-benzoquinones
Arene oxidation
Cycloaddition reaction
Hypervalent iodine reagent
Orthoquinone monoketals

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10.1016/j.tetlet.2011.06.086

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abstract = "Inverse-electron-demand Diels-Alder reaction of masked o-benzoquinones (MOBs) ensuing from the corresponding 4-halo-2-methoxyphenols with styrene, dihydrofuran and ethyl vinyl ether, butyl vinyl ether, phenyl vinyl sulfide and vinyl acetate to afford the highly functionalized halogen substituted bicylclo[2.2.2]octenones are described.",

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AU - Peddinti, Rama Krishna

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KW - Cycloaddition reaction

KW - Hypervalent iodine reagent

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Diels-Alder reaction of 4-halogenated masked o-benzoquinones with electron-rich dienophiles

Abstract

Bibliographical note

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Keywords

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