52809-81-1Relevant academic research and scientific papers
A fast and selective decarboxylative difunctionalization and cyclization for easy access to gem-dihalo alcohol, ether, ester and bromo-1,4-dioxane
Khamarui, Saikat,Sarkar, Deblina,Pandit, Palash,Maiti, Dilip K.
supporting information; experimental part, p. 12667 - 12669 (2012/01/03)
A general strategy for fast decarboxylative difunctionalization to gem-dihalohydrin, gem-dihaloether, gem-dibromoester and cyclized bromo-1,4-dioxane synthons with outstanding regio- and stereoselectivity is demonstrated. The Royal Society of Chemistry 20
Methoxide-induced fragmentation of 2,2,3-trihalogeno- and 2,2-dihalogeno-3-methoxy-1,3-diphenylpropanones
Montani, Rosana S.,Garay, Raul O.,Cabaleiro, Mercedes C.
, p. 1125 - 1130 (2007/10/02)
The reaction of 2,2,3-trihalogeno-1,3-diphenylpropanones with sodium methoxide in methanol occurs with exclusive formation of fragmentation products.Kinetic and stereochemical evidence is interpreted in terms of a concerted intramolecular process promoted by initial attack of methoxide anion at the carbonyl carbon.In the case of 2,2-dihalogeno-3-methoxy-1,3-diphenylpropanones the reaction gives fragmentation, rearrangement, and elimination products.The former products are believed to be formed through competing reactions involving an intermediate formed on addition of methoxide to the substrate.For the fragmentation pathway the results are consistent with a carbanionic-intermediate mechanism.
SELENIUM CATALYZED CONVERSION OF VINYL HALIDES INTO α-ALKOXY ACETALS
Tiecco, Marcello,Testaferri, Lorenzo,Tingoli, Marco,Chianelli, Donatella,Bartoli, Donatella
, p. 2273 - 2282 (2007/10/02)
The reaction of vinyl halides with phenylselenenyl chloride in alcohols affords α-alkoxy acetals and diphenyl diselenide which can be oxidized to PhSe cations by nitrate or persulfate anions.The reaction can be carried out with catalytic amounts of PhSeCl or PhSeSePh.The reaction proceeds through the formation of the methoxyselenenylation product which then suffers solvolysis.Under controlled conditions, the 1-phenyl-1-methoxy-2-bromo-2-phenylselenenyl ethane was isolated from the reaction of β-bromostyrene and PhSeCl in methanol.Several deselenenylation reactions of this α-halogenoselenide are reported.
