Palladium-catalyzed ortho-selective CH bond chlorination of aromatic ketones

Shan, Gang; Huang, Guiyi; Rao, Yu; Zhang, Hui

doi:10.1016/j.cclet.2015.07.011

Cited by 10 publications

(1 citation statement)

References 29 publications

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“…In particular, great progress has been made in site-selective chemical transformations of less reactive C–H bonds . The usage of directing groups is an efficient way to improve reactivity and selectivity . Nitrogen-containing functional groups, such as pyridine, pyrimidine, imines, oximes, and hydrazones, have been widely explored as directing groups because of their coordination ability with transition-metal atoms.…”

Section: Introductionmentioning

confidence: 99%

Rh-Catalyzed Regioselective ortho-C–H Carbenoid Insertion of Diarylazines

Kuai

Chauvin

et al. 2017

J. Org. Chem.

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The Rh-catalyzed ortho-C-H carbenoid insertion reaction of diarylazines with diazo compounds has been developed. A wide range of ortho-substituted diarylazines have been obtained in moderate to high yields with high regioselectivity at room temperature. The hydrolysis of the products could release ketones or aldehydes, giving access to aromatic 1,5-keto-diesters as valuable synthons for further chemical transformations.

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Section: Introductionmentioning

confidence: 99%

Rh-Catalyzed Regioselective ortho-C–H Carbenoid Insertion of Diarylazines

Kuai

Chauvin

et al. 2017

J. Org. Chem.

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Palladium‐Catalyzed ortho‐Halogenation of Tertiary Benzamides

et al. 2017

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A general and efficient protocol for the synthesis of ortho‐halogenated tertiary benzamides under mild conditions is described. Benzamides with various functional groups underwent ortho‐iodination, bromination or chlorination with NXS using a cationic palladium catalyst generated in situ from Pd(OAc)2 and TfOH in DME. Given the generality, efficiency, mild conditions, and readily available catalyst and halogenation reagents, this method could provide a practical approach for the synthesis of ortho‐halogenated benzamides.

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N‐Chloro‐N‐methoxybenzenesulfonamide: A Chlorinating Reagent

et al. 2016

Eur J Org Chem

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Palladium-catalyzed ortho-selective CH bond chlorination of aromatic ketones

Cited by 10 publications

References 29 publications

Rh-Catalyzed Regioselective ortho-C–H Carbenoid Insertion of Diarylazines

Rh-Catalyzed Regioselective ortho-C–H Carbenoid Insertion of Diarylazines

Palladium‐Catalyzed ortho‐Halogenation of Tertiary Benzamides

N‐Chloro‐N‐methoxybenzenesulfonamide: A Chlorinating Reagent

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