Intermolecular formyloxyarylation of alkenes by photoredox meerwein reaction

Chang Jiang Yao; Qiu Sun; Namrata Rastogi; Burkhard König

doi:10.1021/acscatal.5b00314

Intermolecular formyloxyarylation of alkenes by photoredox meerwein reaction

Chang Jiang Yao, Qiu Sun, Namrata Rastogi, Burkhard König^*

^*Corresponding author for this work

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

64 Citations (Scopus)

Abstract

The intermolecular formyloxylation-arylation of stilbenes occurs in the presence of diazonium salts, a photocatalyst, visible light, and DMF. The photo-Meerwein addition products are obtained in good yields up to 76%. We propose the formation of an iminium ion intermediate, which is hydrolyzed to the product.

Original language	English
Pages (from-to)	2935-2938
Number of pages	4
Journal	ACS Catalysis
Volume	5
Issue number	5
DOIs	https://doi.org/10.1021/acscatal.5b00314
Publication status	Published - 1 May 2015
Externally published	Yes

Keywords

Meerwein reaction
N, N -dimethylformamide
diazonium salts
formyloxylation-arylation
photocatalysis

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10.1021/acscatal.5b00314

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title = "Intermolecular formyloxyarylation of alkenes by photoredox meerwein reaction",

abstract = "The intermolecular formyloxylation-arylation of stilbenes occurs in the presence of diazonium salts, a photocatalyst, visible light, and DMF. The photo-Meerwein addition products are obtained in good yields up to 76%. We propose the formation of an iminium ion intermediate, which is hydrolyzed to the product.",

keywords = "Meerwein reaction, N, N -dimethylformamide, diazonium salts, formyloxylation-arylation, photocatalysis",

author = "Yao, {Chang Jiang} and Qiu Sun and Namrata Rastogi and Burkhard K{\"o}nig",

note = "Publisher Copyright: {\textcopyright} 2015 American Chemical Society.",

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AU - Yao, Chang Jiang

AU - Sun, Qiu

AU - Rastogi, Namrata

AU - König, Burkhard

PY - 2015/5/1

Y1 - 2015/5/1

N2 - The intermolecular formyloxylation-arylation of stilbenes occurs in the presence of diazonium salts, a photocatalyst, visible light, and DMF. The photo-Meerwein addition products are obtained in good yields up to 76%. We propose the formation of an iminium ion intermediate, which is hydrolyzed to the product.

AB - The intermolecular formyloxylation-arylation of stilbenes occurs in the presence of diazonium salts, a photocatalyst, visible light, and DMF. The photo-Meerwein addition products are obtained in good yields up to 76%. We propose the formation of an iminium ion intermediate, which is hydrolyzed to the product.

KW - Meerwein reaction

KW - N, N -dimethylformamide

KW - diazonium salts

KW - formyloxylation-arylation

KW - photocatalysis

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U2 - 10.1021/acscatal.5b00314

DO - 10.1021/acscatal.5b00314

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JF - ACS Catalysis

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ER -

Intermolecular formyloxyarylation of alkenes by photoredox meerwein reaction

Abstract

Keywords

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