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Lateral lithiation and substitution of N '-(2-methylphenyl)-N,N-dimethylurea
Journal article   Open access  Peer reviewed

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

Keith Smith, Gamal A. El-Hiti, Sadiq A. Al-Mansury, Mohammed B. Alshammari and Asim A. Balakit
ARKIVOC free online journal of organic chemistry, Vol.2014(5), pp.365-375
17/09/2014
DOI: https://doi.org/10.3998/ark.5550190.p008.800

Abstract

Chemistry Chemistry, Organic Physical Sciences Science & Technology
Lithiation of N'-(2-methylphenyl)-N,N-dimethylurea with three molar equivalents of tert-butyllithium at -40 to -30 degrees 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.
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https://doi.org/10.3998/ark.5550190.p008.800View
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