Ferric Chloride-Catalyzed Deoxygenative Chlorination of Carbonyl Compounds to Halides

Li, Z.; Cheng, Shuiyuan; Qiu, Huili; Zhang, Y.

doi:10.1080/00304940709458597

Cited by 5 publications

(1 citation statement)

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“…Obviously, such direct conversion of carbonyl compounds into chlorides under mild conditions shows significant superiority to the conventional multistep approach involving separate reduction and chlorination under harsh conditions. Subsequently, Li et al 20 realized a similar reaction using dichloromethylsilane (HMeSiCl 2 ) with FeCl 3 as the catalyst. In addition, the deoxygenative chlorination of aromatic carbonyl compounds has also been explored.…”

Section: Introductionmentioning

confidence: 99%

Ferric chloride–catalyzed deoxygenative chlorination of carbonyl compounds: A comparison of chlorodimethylsilane and dichloromethylsilane system

Xing

Zhao

Qin

et al. 2020

Journal of Chemical Research

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Deoxygenative chlorination of carbonyl compounds using the HMe2SiCl/FeCl3/EtOAc and HMeSiCl2/FeCl3/EtOAc systems has been systemically investigated. The HMe2SiCl-FeCl3 system showed the advantages of good substrate applicability, mild reaction conditions, simple operation, low cost, and easy availability of raw materials. Also, it provided a simple and efficient synthesis route for carbonyl deoxychlorination via a one-pot method. Using the HMeSiCl2/FeCl3/EtOAc system, the β-methylchalcone derivative could be obtained in good yields in addition to obtaining the chlorinated compound. Finally, two plausible reaction routes were proposed to describe the formation of the chlorinated compound and the β-methylchalcone derivative.

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Section: Introductionmentioning

confidence: 99%