Intramolecular Aminotrifluoromethanesulfinyloxylation of ω-Aminoalkenes by CF3SO2Na/Pd(OAc)2/PhI(OAc)2/ t BuOCl/PivOH System,Synlett

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Intramolecular Aminotrifluoromethanesulfinyloxylation of ω-Aminoalkenes by CF3SO2Na/Pd(OAc)2/PhI(OAc)2/ t BuOCl/PivOH System
Synlett ( IF 1.7 ) Pub Date : 2017-11-13 , DOI: 10.1055/s-0036-1591720
Norio Shibata _{1,

2} , Satoru Suzuki ₁ , Tomohiro Kamo ₁ , Kazunobu Fukushi ₁ , Etsuko Tokunaga ₂ , Yuji Sumii ₁

Affiliation

The first example of palladium-catalyzed intramolecular aminotrifluoromethanesulfinyloxylation of unactivated ω-aminoalkenes has been achieved. Reaction conditions are rather unique with a complex consisting of CF3SO2Na/Pd(OAc)2/PhI(OAc)2/ t BuOCl/PivOH to provide 6-endo-cyclized type products with a piperidine skeleton. Yields are moderate, and SO2 is not extruded. This method also provides the first synthesis of 3-trifluoromethanesulfinyloxy piperidine derivatives.

中文翻译：

CF3SO2Na/Pd(OAc)2/PhI(OAc)2/t BuOCl/PivOH体系分子内氨基三氟甲烷亚磺酰氧基化ω-氨基烯烃

钯催化未活化的ω-氨基烯烃的分子内氨基三氟甲亚磺酰氧基化的第一个例子已经实现。反应条件相当独特，由 CF3SO2Na/Pd(OAc)2/PhI(OAc)2/t BuOCl/PivOH 组成的复合物可提供具有哌啶骨架的 6-内环化型产物。产量适中，不挤出 SO2。该方法还首次合成了 3-三氟甲亚磺酰氧基哌啶衍生物。

更新日期：2017-11-13

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