Ceric ammonium nitrate catalyzed mild and efficient α-chlorination of ketones by acetyl chloride

Roy, Subhas Chandra; Rana, Kalyan Kumar; Guin, Chandrani; Banerjee, Biplab

doi:10.3998/ark.5550190.0004.905

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R-halogenation Of Carbonyl Compounds2

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2010

2022

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Cited by 3 publications

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“…87 As an extension of the work described in ref 82, the same authors reported the ortho-chlorination of a number of cyclic and acyclic ketones by acetyl chloride and CAN (Scheme 64). 88…”

Section: R-halogenation Of Carbonyl Compoundsmentioning

confidence: 99%

Cerium(IV) Ammonium Nitrate as a Catalyst in Organic Synthesis

2010

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“…87 As an extension of the work described in ref 82, the same authors reported the ortho-chlorination of a number of cyclic and acyclic ketones by acetyl chloride and CAN (Scheme 64). 88…”

Section: R-halogenation Of Carbonyl Compoundsmentioning

confidence: 99%

Cerium(IV) Ammonium Nitrate as a Catalyst in Organic Synthesis

2010

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“…CAN demonstrated excellent catalytic activity in the α-chlorination of (a)cylic ketones [ 131 , 132 ]. This route employed the rather unconventional acetyl chloride as the chlorine source, yielding one α-chloroarylketone (i.e., 2-chloro-1-phenylethanone) in 87%.…”

Section: Direct α-Halogenation Of Aryl Ketonesmentioning

confidence: 99%

Synthetic Access to Aromatic α-Haloketones

et al. 2022

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α-Haloketones play an essential role in the synthesis of complex N-, S-, O-heterocycles; of which some exhibit a remarkable biological activity. Research further illustrated that α-bromo-, α-chloro-, and α-iodoketones are key precursors for blockbuster pharmacological compounds. Over the past twenty years, substantial advances have been made in the synthesis of these industrially relevant building blocks. Efforts have focused on rendering the synthetic protocols greener, more effective and versatile. In this survey, we summarised and thoroughly evaluated the progress of the field, established in the past two decades, in terms of generality, efficacy and sustainability.

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Microwave‐Assisted Nanocatalysed Synthesis of Phenacyl Halides as Future Anti‐Platelet Agents

et al. 2019

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An efficient, environmentally benign and novel method for the synthesis of phenacyl halides as antiplatelet agents has been reported in the presence of nanocatalyst (TiO2) by using N‐halosuccinimides (NXS, X=Cl, Br) as a source of halogen and tert‐Butyl Hydrogen Peroxide (TBHP) under microwave irradiation. Compound 2a showed best in vitro antiplatelet activity with 540 and 480 sec as clotting time in prothrombin time (PT) and activated partial thromboplastin time (APTT) assay respectively. Rest compounds showed good to moderate activity. Structures of all synthesized compounds were elucidated by IR, NMR and Mass spectrometry.

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Ceric ammonium nitrate catalyzed mild and efficient α-chlorination of ketones by acetyl chloride

Abstract: A mild and efficient method of α-chlorination of ketones has been developed using acetyl chloride as the chlorinating agent in the presence of a catalytic amount of ceric ammonium nitrate in good yield. The reaction is highly chemo and regio selective in nature.

Cited by 3 publications

References 3 publications

Cerium(IV) Ammonium Nitrate as a Catalyst in Organic Synthesis

Cerium(IV) Ammonium Nitrate as a Catalyst in Organic Synthesis

Synthetic Access to Aromatic α-Haloketones

Microwave‐Assisted Nanocatalysed Synthesis of Phenacyl Halides as Future Anti‐Platelet Agents

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