Reactions of β-nitrostyrenes with Grignard reagents

Ching Fa Yao; Wen Chang Chen; Yu Mei Lin

doi:10.1016/0040-4039(96)01366-4

Reactions of β-nitrostyrenes with Grignard reagents

Ching Fa Yao^*, Wen Chang Chen, Yu Mei Lin

^*Corresponding author for this work

Department of Chemistry

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

29 Citations (Scopus)

Abstract

α-Phenyl-β-nitrostyrene 1a and β-nitrostyrene 1b react with Grignard reagents to generate hydroxyimoyl halides 3 or nitrile oxides 4 after workup with ice cold concentrated aqueous HX acid solution. Carboxylic acids 5 are the only products isolated from 1b and products 3 or 4 are still obtained from 1a when concentrated sulfuric acid solution is used.

Original language	English
Pages (from-to)	6339-6342
Number of pages	4
Journal	Tetrahedron Letters
Volume	37
Issue number	35
DOIs	https://doi.org/10.1016/0040-4039(96)01366-4
Publication status	Published - 1996 Aug 26

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/0040-4039(96)01366-4

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title = "Reactions of β-nitrostyrenes with Grignard reagents",

abstract = "α-Phenyl-β-nitrostyrene 1a and β-nitrostyrene 1b react with Grignard reagents to generate hydroxyimoyl halides 3 or nitrile oxides 4 after workup with ice cold concentrated aqueous HX acid solution. Carboxylic acids 5 are the only products isolated from 1b and products 3 or 4 are still obtained from 1a when concentrated sulfuric acid solution is used.",

author = "Yao, {Ching Fa} and Chen, {Wen Chang} and Lin, {Yu Mei}",

note = "Funding Information: Acknowledgment. The financial support by the National Science Council of R.O.C. (Grant NSC 83-0208-M-003-032) and X-ray data are collected and processed by professor C.-H. Ueng of National Taiwan Normal University are gratefully acknowledged.",

year = "1996",

month = aug,

day = "26",

doi = "10.1016/0040-4039(96)01366-4",

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journal = "Tetrahedron Letters",

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T1 - Reactions of β-nitrostyrenes with Grignard reagents

AU - Yao, Ching Fa

AU - Chen, Wen Chang

AU - Lin, Yu Mei

N1 - Funding Information: Acknowledgment. The financial support by the National Science Council of R.O.C. (Grant NSC 83-0208-M-003-032) and X-ray data are collected and processed by professor C.-H. Ueng of National Taiwan Normal University are gratefully acknowledged.

PY - 1996/8/26

Y1 - 1996/8/26

N2 - α-Phenyl-β-nitrostyrene 1a and β-nitrostyrene 1b react with Grignard reagents to generate hydroxyimoyl halides 3 or nitrile oxides 4 after workup with ice cold concentrated aqueous HX acid solution. Carboxylic acids 5 are the only products isolated from 1b and products 3 or 4 are still obtained from 1a when concentrated sulfuric acid solution is used.

AB - α-Phenyl-β-nitrostyrene 1a and β-nitrostyrene 1b react with Grignard reagents to generate hydroxyimoyl halides 3 or nitrile oxides 4 after workup with ice cold concentrated aqueous HX acid solution. Carboxylic acids 5 are the only products isolated from 1b and products 3 or 4 are still obtained from 1a when concentrated sulfuric acid solution is used.

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EP - 6342

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 35

ER -

Reactions of β-nitrostyrenes with Grignard reagents

Abstract

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