Carbon dioxide:A reagent for the protection of nucleophilic centers and the simultaneous activation

• 作 者: KATRITZKY.A.R. AKUTAGAWA.K.
• 机 构: Department of Chemistry University of Floida,Gainesville,Department of Chemistry,University of Floid
• 出 处: Acta Chimica Sinica(English Edition)
• 发表日期: 1989年05期
• 关键词: dioxide simultaneous substituted substitution reagent converted catalyzed alkyl

N-Phenylbenzylamine has been converted into a variety of α-substituted derivatives inone-pot sequences,using carbon dioxide both for N-protection and a-carbon activation,and thensubsequent lithiation at the a-carbon atom by either tert-or n-butyllithium.The resulting lithiumcarbamate reacts with electrophiles,followed smooth acid-catalyzed decarboxylation under mildcondition to give α-substituted N-phenylbenzylamines in good yields.

N-Phenylbenzylamine has been converted into a variety of α-substituted derivatives in-pot sequences, using carbon dioxide both for N-protection and a-carbon activation, and the following general lithiation at the a-carbon atom by either tert-or n-butyllithium .stigating lithiumcarbamate reacts with electrophiles, followed smooth acid-catalyzed decarboxylation under mildcondition to give α-substituted N-phenylbenzylamines in good yields.