CAS: 153035-09-7; 3-Fluoro-2-Iodoisonicotinic Acid

相似化合物

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📜二氧化碳,3-氟-4-碘吡啶置于lithium Diisopropyl Amide体系中,用 四氢呋喃 用作溶剂,以72%的收率获得3-氟-2-碘吡啶-4-羧酸
参考文献:First Metalation Of Aryl Iodides: Directed Ortho-Lithiation Of Iodopyridines,Halogen-Dance,And Application To Synthesis
标题:First Metalation Of Aryl Iodides: Directed Ortho-Lithiation Of Iodopyridines,Halogen-Dance,And Application To Synthesis
摘要:Metalation Of Iodopyridines Was Successfully Achieved By Lda At Low Temperature. In Many Cases,Lithiation Is Ortho Directed By The Iodo Group Which Subsequently Ortho-Migrates Very Fast To Give Stabilized Iodolithiopyridines. This Procedure Was Applied To 2-Fluoro-And 2-Chloro-3-Iodopyridines,3-Fluoro-4-Iodopyridine,And 2-Chloro-3-Fluoro-4-Iodopyridine. The Resulting Lithio Intermediates Were Obtained In High Yields Before Being Reacted With Electrophiles Leading To Various Polysubstituted Pyridines. Some Of These Iodopyridines Were Used As Key Molecules For The Synthesis Of Fused Polyaromatic Alkaloids. Thus,Perlolidine,Delta-Carbolines,And 2,10-Diazaphenanthrenes Were Readily Prepared In Few Steps Taking Advantage Of The Iodo Reactivity For Heteroring Cross-Coupling.
Doi:10.1021/jo00079A031