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Preparation of N-aryl-S,S-diphenylsulfilimines by nucleophilic attack of N-lithio-S,S-diphenylsulfilimine on aromatic compounds

✍ Scribed by Robert P Claridge; Ross W Millar; John P.B Sandall; Claire Thompson

Publisher: Elsevier Science
Year: 1999
Tongue: French
Weight: 617 KB
Volume: 55
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(99)00550-5

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✦ Synopsis

N-Aryl-S,S-diphenylsulfilimines with unusual substitution patterns have been prepared by reacting the novel nitrogen nucleophile N-lithio-S,S-diphenylsulfilimine with a range of activated aromatic substrates. N-Lithio-S,S-diphenylsulfilimine is not only able to displace chloro groups in conventional aromatic nucleophilic substitution reactions, but also, unlike S,S-dipheny]sulfilimine itself, can attack at hydrogen-bearing positions in 'vicarious' aromatic nuc[eophilic substitutions of hydrogen.

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