期刊:Letters in Organic Chemistry [Bentham Science] 日期:2007-10-01卷期号:4 (7): 512-514被引量:5
标识
DOI:10.2174/157017807782006344
摘要
1,4-Dichloro-1,4-diazoniabicyclo[2,2,2]octane bis chloride, prepared in high yield by the treatment of 1,4- diazabicyclo[2.2.2]octane in dichloromethane with chlorine gas, acts as a site-selective electrophilic chlorinating agent towards carbanionic substrates in the presence of a base. β-Diketones and β-ketoesters were chlorinated in efficient yield without using any base. 1,4-Diazabicyclo[2.2.2]octane can be recovered, rechlorinated and reused several times. Keywords: 1,4-Dichloro-1,4-diazoniabicyclo[2,2,2]octane bis chloride, chlorination, carbanionic substrates, 1,4-diazabicyclo [2.2.2]octane, halogen compounds, electrophilic chlorinating agent