Abstract
Aromatic ureas bearing N-(2-alkylaryl) groups may be laterally lithiated by treatment with sec-butyllithium. Quenching with a range of electrophiles yields functionalised aryl ureas in excellent yield. Lateral lithiation is favoured when the urea nitrogen adjacent to the aromatic ring in question is alkylated, and when competitive lithiations of such a ring are possible, lateral lithiation is more favourable than the alternative ortholithiation.
Original language | English |
---|---|
Pages (from-to) | 6945-6946 |
Number of pages | 2 |
Journal | Tetrahedron Letters |
Volume | 47 |
Issue number | 39 |
Early online date | 17 Aug 2006 |
DOIs | |
Publication status | Published - 25 Sept 2006 |