Lateral lithiation and substitution of N'-(2-methylphenyl)-N,N-dimethylurea

Journal Article

Smith, Keith . 2014

• نوع عمل المنشور: Research
• رابط المنشور على الويب: http://www.arkat-usa.org/get-file/51451/
• المجلة \ الصحيفة: Arkivoc
• رقم العدد: 9
• رقم الإصدار السنوي: V
• الصفحات: 365-375

مستخلص المنشور

Lithiation of N'-(2-methylphenyl)-N,N-dimethylurea with three molar equivalents of tert-butyllithium at -40 to -30 °C takes place on the nitrogen and on the methyl group at position 2 of the phenyl group. The lithium intermediate thus obtained reacts with a variety of electrophiles to give the corresponding side-chain substituted derivatives in high yields.