1,4-Dichloro-1,4-Diazoniabicyclo [2,2,2] Octane Bis Chloride, a Useful and Reusable Electrophilic Chlorinating Agent

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Abstract:

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.





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  • Letters in Organic Chemistry publishes original letters on all areas of organic chemistry including synthesis, bioorganic, medicinal, natural products, organometallic, supramolecular, molecular recognition and physical organic chemistry. The emphasis is placed on publishing quality papers very rapidly. Letters are processed rapidly and take full advantage of the Internet technology both for the submission and the review of the manuscripts.
    The journal is essential reading for all organic chemists both in academia and industry.
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