81265-15-8Relevant academic research and scientific papers
Dihaloiodoarenes: α,α-dihalogenation of phenylacetate derivatives
Tao, Jason,Tran, Richard,Murphy, Graham K.
, p. 16312 - 16315 (2013/12/04)
A hypervalent iodine reagent-based α-carbonyl dihalogenation reaction is reported. Treating diazoacetate derivatives with either iodobenzene dichloride or iodotoluene difluoride results in gem-dichlorination or gem-difluorination products, respectively. The reaction is catalyzed by either Lewis acid or Lewis base activation of the aryl-λ3-iodane (ArIX2) species and proceeds rapidly and chemoselectively to the desired gem-difunctionalized products in good to excellent yield.
Preparation of 2,2-Dihalocarboxylic Acid Methyl Esters by Oxidation-Chlorination of 2-(1-Haloalkyl)-4-methyl-1,3-dioxolanes with Trichloroisocyanuric Acid
Boni, Monica,Ghelfi, Franco,Pagnoni, Ugo Maria,Zucchi, Claudia
, p. 1622 - 1626 (2007/10/02)
Methyl 2,2-dichloro or 2-bromo-2-chloro carboxylates were obtained in excellent yields by oxidation-chlorination of 2-(1-haloalkyl)-4-methyl-1,3-dioxolanes with trichloroisocyanuric acid.
Trichloroisocyanuric Acid Oxidation of 2-Chloro Aldehyde Acetals to 2-Chloro Acids Esters
Boni, Monica,Ghelfi, Franco,Pagnoni, Ugo Maria,Pinetti, Adriano
, p. 156 - 159 (2007/10/02)
2-Chloro acid methyl esters were prepared in good yields treating 2-chloro aldehyde dimethyl acetals with trichloroisocyanuric acid in DMF.Aldehyde dimethyl acetals with the 2-halogen on a tertiary carbon atom were poorly reactive and could be oxidized efficiently only after their transformation into 1,3-dioxolanes.
Methyl α,α-dichloro-esters by oxidation-chlorination of cyclic acetals with trichloroisocyanuric acid
Bellesia, Franco,Boni, Monica,Ghelfi, Franco,Pagnoni, Ugo M.
, p. 2961 - 2964 (2007/10/02)
Methyl α-chloro- or α,α-dichloro-esters are obtained in excellent yields by oxidation chlorination of 2-alkyl-4,5-dimethyl-1,3-dioxolanes with trichloroisocyanuric acid.
Electrochemical Reduction of Trichloromethylbenzene II Reduction in the Presence of Electrophiles
Gisselbrecht, Jean-Paul,Lund, Henning
, p. 823 - 828 (2007/10/02)
Electrochemical reduction of trichloromethylbenzene at a mercury electrode in DMF/TBABF4 in the presence of acetic anhydride gives 1,2-diacetoxy-1-phenylpropene as major product; minor products are dichloromethylbenzene and dimerized products.During the reduction 1,1-dichloro-1-phenyl-2-propane and 2-acetoxy-1-chloro-1-phenylpropene can be detected.With sodium perchlorate as supporting electrolyte 1-chloro-1-phenyl-2-propanone and 1-acetoxy-1-phenyl-2-propanone are formed; these products are also formed during the reduction of benzal chloride in the presence of acetic anhydride.Reductive carboxylation of trichloromethylbenzene gives 2,2-dichloro-2-phenylacetic acid.
