CAS: 85092-85-9; 5-Chloro-3-Iodo-1H-Indole

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CAS号17422-32-1 5-氯吲哚 | CAS号63069-48-7 2-碘-4-氯苯胺 | CAS号180624-15-1 4-氯-2-(2-三甲基甲硅烷...

📜4-氯-2-((三甲基甲硅烷基)乙炔基)苯胺置于copper(L) Iodide,Tetrafluoroboric Acid,Bis(Pyridine)Iodonium Tetrafluoroborate体系中,用 乙醚,二氯甲烷,N,N-二甲基甲酰胺 作为反应溶剂,化学反应 2.5H,反应生成 5-氯-3-碘吡啶
参考文献:Efficient Reagents For The Synthesis Of 5-,7-,And 5,7-Substituted Indoles Starting From Aromatic Amines: Scope And Limitations
标题:Efficient Reagents For The Synthesis Of 5-,7-,And 5,7-Substituted Indoles Starting From Aromatic Amines: Scope And Limitations
摘要:Upon Reaction With Ipy(2)Bf(4),4-Substituted Anilines Give Regioselectively The Corresponding O-Iodoanilines In Nearly Quantitative Yield,In A Process That Can Be Carried Out On A Multigram Scale. Palladium-Catalyzed Coupling Of The Resulting 2-Iodoanilines With (Trimethylsilyl)Acetylene (Tmsa),Followed By Efficient Cui-Mediated Nitrogen Cyclization Onto Alkynes With Concurrent Elimination Of The Tms Substituent,Allows A Straightforward Elaboration Of 5-Mono-And 5,7-Disubstituted Indoles From Aromatic Amines. This New Approach To The Aforementioned Indoles Does Not Requires Protective Groups On Nitrogen At Any Step And Can Be Adapted For Preparing Related 7-Manosubstituted Indoles. Moreover,Examples Iterating The Process Are Given,Allowing Bis-Annulation And Sequential Double Annulation And Resulting In Synthesis Of Benzodipyrroles. Additionally,Suitable Conditions For Iodination Of Some Of The Target Indoles With Ipy(2)Bf(4) Are Discussed.
DOI:10.1021/jo952119+