- Contra-Friedel-Crafts tert-butylation of substituted aromatic rings via directed metallation and sulfinylation.
Contra-Friedel-Crafts tert-butylation of substituted aromatic rings via directed metallation and sulfinylation.
Chemical communications (Cambridge, England) (2006-03-22)
Jonathan Clayden, Christopher C Stimson, Martine Keenan
PMID16550277
ABSTRACT
Directed metallation and sulfinylation yields sulfoxides which undergo ipso nucleophilic aromatic substitution with tertiary and secondary alkyllithiums, giving aromatic rings bearing alkyl groups generally incompatible with directed metallation methods and with regioselectivity complementary with classical Friedel-Crafts substitution.
MATERIALS