Potassium Hydroxide Mediated Novel Rearrangement of 2-Alkyl-sulfonyl-2-arylsulfonyl-1-phenylethanones to 1-Aryl-2-(arylsulfonylmethanesulfonyl)ethanones

Autor:	Jong Kwan Bin, Kyongtae Kim, Jae Sang Lee
Rok vydání:	2005
Předmět:	Sulfonyl chemistry.chemical_classification chemistry.chemical_compound Potassium hydroxide chemistry Aryl Organic chemistry chemistry.chemical_element General Medicine Methylene Carbon Alkyl
Zdroj:	ChemInform. 36
ISSN:	1522-2667 0931-7597
DOI:	10.1002/chin.200511104
Popis:	Treatment of a solution of a mixture of 1-aryl-2-arylsulfonylethanones 9 and alkylsulfonyl chlorides (1.5−2.0 equiv) in THF at 0 °C with potassium hydroxide (8 equiv) for 10 min gave a rearrangement product, i.e., 1-aryl-2-(arylsulfonylmethanesulfonyl)ethanones 8, in excellent yields. Regiospecific methyl- and ethylation at the methylene carbon sandwiched between two sulfonyl groups of 8 could be achieved by the reactions of 7i−j with LDA (1 equiv) in THF at room temperature, respectively.
Databáze:	OpenAIRE
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