Aerobic dehydrogenative α-diarylation of benzyl ketones with aromatics through carbon-carbon bond cleavage

Nagnath Yadav More; Masilamani Jeganmohan

doi:10.1021/ol500079y

Aerobic dehydrogenative α-diarylation of benzyl ketones with aromatics through carbon-carbon bond cleavage

Nagnath Yadav More, Masilamani Jeganmohan

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

38 Scopus citations

Abstract

Substituted benzyl ketones reacted with aromatics in the presence of K ₂S₂O₈ in CF₃COOH at room temperature, yielding α-diaryl benzyl ketones through a carbon-carbon bond cleavage. In the reaction, two new carbon-carbon bonds were formed and one carbon-carbon bond was cleaved. It is very interesting that two different nucleophiles such as benzyl ketones and aromatics were coupled together without metal, which is unusual in organic synthesis.

Original language	English
Pages (from-to)	804-807
Number of pages	4
Journal	Organic Letters
Volume	16
Issue number	3
DOIs	https://doi.org/10.1021/ol500079y
State	Published - 7 Feb 2014
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol500079y

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title = "Aerobic dehydrogenative α-diarylation of benzyl ketones with aromatics through carbon-carbon bond cleavage",

abstract = "Substituted benzyl ketones reacted with aromatics in the presence of K 2S2O8 in CF3COOH at room temperature, yielding α-diaryl benzyl ketones through a carbon-carbon bond cleavage. In the reaction, two new carbon-carbon bonds were formed and one carbon-carbon bond was cleaved. It is very interesting that two different nucleophiles such as benzyl ketones and aromatics were coupled together without metal, which is unusual in organic synthesis.",

author = "More, {Nagnath Yadav} and Masilamani Jeganmohan",

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journal = "Organic Letters",

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AU - Jeganmohan, Masilamani

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Y1 - 2014/2/7

N2 - Substituted benzyl ketones reacted with aromatics in the presence of K 2S2O8 in CF3COOH at room temperature, yielding α-diaryl benzyl ketones through a carbon-carbon bond cleavage. In the reaction, two new carbon-carbon bonds were formed and one carbon-carbon bond was cleaved. It is very interesting that two different nucleophiles such as benzyl ketones and aromatics were coupled together without metal, which is unusual in organic synthesis.

AB - Substituted benzyl ketones reacted with aromatics in the presence of K 2S2O8 in CF3COOH at room temperature, yielding α-diaryl benzyl ketones through a carbon-carbon bond cleavage. In the reaction, two new carbon-carbon bonds were formed and one carbon-carbon bond was cleaved. It is very interesting that two different nucleophiles such as benzyl ketones and aromatics were coupled together without metal, which is unusual in organic synthesis.

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U2 - 10.1021/ol500079y

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Aerobic dehydrogenative α-diarylation of benzyl ketones with aromatics through carbon-carbon bond cleavage

Abstract

ASJC Scopus subject areas

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