Abstract
A mixture of triphenylphosphine (Ph 3P) and 2,3-dichloro-5,6-dicyanobenzoquinone in CH 2Cl 2 affords a complex which in the presence of R 4NX (X=Cl, Br, I) converts alcohols, thiols and selenols into their corresponding alkyl halides in high yields at room temperature. The method is highly selective for the conversion of 1° alcohols in the presence of 2° ones and also 1° and 2° alcohols in the presence of 3° alcohols, thiols, epoxides, trimethylsilyl- and tetrahydropyranyl ethers, 1,3 dithianes, disulfides, and amides.
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