Palladium-Catalyzed ortho C−H Arylation of Benzaldehydes Using ortho-Sulfinyl Aniline as Transient Auxiliary

Delong Mu; Gang He; Gong Chen

doi:10.1002/asia.201800581

Palladium-Catalyzed ortho C−H Arylation of Benzaldehydes Using ortho-Sulfinyl Aniline as Transient Auxiliary

Delong Mu, Gang He, Gong Chen

Chemistry

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

18 Scopus citations

Abstract

A Pd^II-catalyzed ortho-(Csp²)–H arylation reaction of benzaldehydes using a catalytic amount of 2-(methylsulfinyl)aniline as transient auxiliary was developed. This reaction is compatible with a broad range of benzaldehyde and aryl iodide substrates. Compared with other related reaction systems, an excellent regioselectivity for ortho-C(sp²)−H bonds over benzylic C(sp³)−H bonds was obtained for ortho-alkyl-benzaldehyde substrates.

Original language	English (US)
Pages (from-to)	2423-2426
Number of pages	4
Journal	Chemistry - An Asian Journal
Volume	13
Issue number	17
DOIs	https://doi.org/10.1002/asia.201800581
State	Published - Sep 4 2018

All Science Journal Classification (ASJC) codes

General Chemistry
Biochemistry
Organic Chemistry

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abstract = "A PdII-catalyzed ortho-(Csp2)–H arylation reaction of benzaldehydes using a catalytic amount of 2-(methylsulfinyl)aniline as transient auxiliary was developed. This reaction is compatible with a broad range of benzaldehyde and aryl iodide substrates. Compared with other related reaction systems, an excellent regioselectivity for ortho-C(sp2)−H bonds over benzylic C(sp3)−H bonds was obtained for ortho-alkyl-benzaldehyde substrates.",

author = "Delong Mu and Gang He and Gong Chen",

note = "Publisher Copyright: {\textcopyright} 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim",

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AU - He, Gang

AU - Chen, Gong

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AB - A PdII-catalyzed ortho-(Csp2)–H arylation reaction of benzaldehydes using a catalytic amount of 2-(methylsulfinyl)aniline as transient auxiliary was developed. This reaction is compatible with a broad range of benzaldehyde and aryl iodide substrates. Compared with other related reaction systems, an excellent regioselectivity for ortho-C(sp2)−H bonds over benzylic C(sp3)−H bonds was obtained for ortho-alkyl-benzaldehyde substrates.

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Palladium-Catalyzed ortho C−H Arylation of Benzaldehydes Using ortho-Sulfinyl Aniline as Transient Auxiliary

Abstract

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