79344-04-0Relevant articles and documents
Solvent-free preparation of α,α-dichloroketones with sulfuryl chloride
Tu, Dewei,Luo, Juan,Jiang, Wengao,Tang, Qiang
supporting information, (2021/09/15)
An efficient and facile method is reported for the synthesis of a series of α,α-dichloroketones. The direct dichlorination of methyl ketones and 1,3-dicarbonyls using an excess amount of sulfuryl chloride affords the corresponding gem-dichloro compounds in moderate to excellent yields. Moreover, the protocol features high yields, broad substrate scope, and simple reaction conditions without using any catalysts and solvents.
N-Chloro-N-methoxybenzenesulfonamide: A Chlorinating Reagent
Pu, Xiaoqiu,Li, Qingwei,Lu, Zehai,Yang, Xianjin
supporting information, p. 5937 - 5940 (2016/12/26)
A structurally simple and reactive chlorinating reagent, N-chloro-N-methoxybenzenesulfonamide, was conveniently and economically prepared in high yield. 1,3-Diketones, β-keto esters, benzoyl trifluoroacetones, phenols, anisoles, heteroarenes, and aromatic amines were successfully chlorinated, and the products were obtained in good to high yields.
Trimethylchlorosilane-Mediated Mild α-Chlorination of 1,3-Dicarbonyl Compounds Promoted by Phenyliodonium Diacetate
Chong, Siying,Su, Yingpeng,Wu, Lili,Zhang, Weigang,Ma, Junyan,Chen, Xiaowei,Huang, Danfeng,Wang, Ke-Hu,Hu, Yulai
, p. 1359 - 1370 (2016/05/02)
Trimethylchlorosilane was used as chlorine source for the α-chlorination of 1,3-dicarbonyl compounds with phenyliodonium diacetate as oxidant at room temperature. The reaction allows the selective synthesis of α-monochlorinated products from different kinds of 1,3-dicarbonyl compounds in good yield. The potential possibility of this conversion for bromination has also been investigated.
Preparation method of 2,2-dihalo-1,3-dicarbonyl derivatives
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Paragraph 0029, (2016/11/02)
The invention discloses a method for preparing 2,2-dihalo-1,3-dicarbonyl derivatives. The method is widely applicable to 1,3-dicarbonyl derivatives. The raw materials are easily available, and types are multiple. Types of products obtained by the method are multiple, and the products can be directly used or used in other further reactions. The method has advantages of mild reaction condition, simple reaction operation and post-processing, short reaction time, high yield and little pollution, and is suitable for industrial production.
Geminal Dichlorination of Phenyliodonium Ylides of β-Dicarbonyl Compounds through Double Ligand Transfer from (Dichloroiodo)benzene
Tao, Jason,Tuck, Tina N.,Murphy, Graham K.
supporting information, p. 772 - 782 (2016/03/01)
Pre-formed phenyliodonium ylides of cyclic and acyclic β-diketones, β-keto esters and β-diesters were reacted with (dichloroiodo)benzene, resulting in transfer of both chloride ligands onto the ylidic carbon. These two hypervalent iodine(III) compounds exhibit high reactivity towards each other under mild reaction conditions and typically afford the gem-dichloride products in good yield. Upon comparison of these chlorination reactions with those of the analogous diazocarbonyl compounds, reactions of iodonium ylides were unilaterally faster, and often gave the products in higher yield.
Iodobenzene dichloride mediated sequential C-Cl bond formation: A safe, convenient and efficient method for the direct α,α-dichlorination of β-dicarbonyl compounds
Duan, Xiyan,Zhou, Huiyun,Tian, Xinlei,Liu, Jianwei,Ma, Junying
, p. 777 - 782 (2015/03/14)
Various β-keto esters, 1,3-diketones, and β-oxo amides are directly converted into their corresponding α,α-dichloro-β-keto esters, 2,2-dichloro-1,3-diketones, and α,α-dichloro-β-oxo amides, respectively, in moderate to high yields, using iodobenzene dichl
CFBSA: a novel and practical chlorinating reagent
Lu, Zehai,Li, Qingwei,Tang, Minghua,Jiang, Panpan,Zheng, Hao,Yang, Xianjin
supporting information, p. 14852 - 14855 (2015/10/06)
A structurally simple, highly reactive chlorinating reagent, N-chloro-N-fluorobenzenesulfonylamine (CFBSA), was conveniently prepared from inexpensive Chloramine B in high yield. A wide range of substrates were chlorinated with it to obtain products in good to high yields and appropriate selectivity.
Dichlorination of α-Diazo-β-dicarbonyls using (dichloroiodo)benzene
Coffey, Keith E.,Murphy, Graham K.
, p. 1003 - 1007 (2015/05/20)
Abstract α-Diazo-β-dicarbonyl compounds were chlorinated using (dichloro)iodobenzene and an activating catalyst. A broad range of reaction rates was observed, which paralleled the relative stability/nucleo-philicity of the diazo compounds. Acyclic diazocarbonyls reacted faster than cyclics, and β-diketones were much faster to react than β-keto esters or β-diesters. Lewis acid activation was used for the first time, allowing us to overcome instances of poor chemoselectivity. Though the yields ranged from low to good, this chlorination reaction has again proven a mild and effective halogenation strategy.