Chemoselective Deprotonative Lithiation of Azobenzenes: Reactions and Mechanisms

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• 作者：Thi Thanh Thuy Nguyen ; Anne Boussonni猫re ; Estelle Banaszak ; Anne-Sophie Castanet ; Kim Phi Phung Nguyen ; Jacques Mortier
• 刊名：Journal of Organic Chemistry
• 出版年：2014
• 出版时间：March 21, 2014
• 年：2014
• 卷：79
• 期：6
• 页码：2775-2780
• 全文大小：290K
• 年卷期：v.79,no.6(March 21, 2014)
• ISSN：1520-6904

文摘

Whereas standard strong bases (n-BuLi, s-BuLi/TMEDA, n-BuLi/t-BuOK, TMPMgCl路LiCl, and LDA) reduce the N鈺怤 bond of the parent azobenzene (Y = H), aromatic H鈫扡i permutation occurs with LTMP when a suitable director of lithiation (Y = OMe, CONEt₂, F) is present in the benzene residue of the azo compound. The method allows direct access to new substituted azobenzenes.