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Ortho lithiation of lithium salts of alkyl phenyl sulfones: A 13C/1H NMR investigation

✍ Scribed by Hans-Joachim Gais; Jürgen Vollhardt

Book ID: 104216525
Publisher: Elsevier Science
Year: 1988
Tongue: French
Weight: 241 KB
Volume: 29
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)80343-3

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✦ Synopsis

i. Br. (FRG) Summary: The facile ortho lithiation of the lithium salts of alkyl phenyl sulfones, Sa-c, to the o,a-dilithiosulfones 3a-c is described. Compounds 3a-c have been characterized by lsC and 'Ii WMR spectroscopy. The lithium salt ld, too, is preferentially lithiated in o-position to give the o,crdilithiosulfone 36. a,c-Dilithiosulfones 1 are of considerable structural and synthetical interest. Whilst often proposed as reactive intermediates,1 only recently, the first compound of this type, la, could be isolated and its solution and solid atate structure determined .Sa*b la is obtained by lithiation of the corresponding monolithium salt, which occurs exclusively in a-position.',

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