Regiospecific Hydroamination of Unsymmetrical Electron‐Rich and Electron‐Poor Alkynes with Anilines Catalyzed by Gold(I) Immobilized in MCM‐41,Advanced Synthesis & Catalysis

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Regiospecific Hydroamination of Unsymmetrical Electron‐Rich and Electron‐Poor Alkynes with Anilines Catalyzed by Gold(I) Immobilized in MCM‐41
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2018-08-22 , DOI: 10.1002/adsc.201800621
Dayi Liu ₁ , Quan Nie ₁ , Rongli Zhang ₁ , Mingzhong Cai ₁

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The first heterogeneous gold(I)‐catalyzed regiospecific hydroamination of ynamides and propiolic acid derivatives with anilines has been achieved by using a diphenylphosphine‐functionalized MCM‐41‐supported gold (I) complex and AgNTf₂ as catalysts under mild conditions, yielding the corresponding (E)‐N‐arylimines and (Z)‐enamines in good to excellent yields with broad substrate scope. The new heterogeneous gold(I) complex can easily be prepared via a two‐step procedure from commercially available reagents and recovered by simple filtration of the reaction mixture. The recovered catalyst (Ph₂P‐MCM‐41‐AuNTf₂) can be reused at least seven times without addition of AgNTf₂ as a co‐catalyst and its catalytic efficiency remains unaltered.

中文翻译：

MCM-41固定化的Gold（I）催化不对称富电子和贫电子炔烃与苯胺的区域特异性加氢胺化

通过在温和条件下使用二苯基膦官能化的MCM-41负载的金（I）络合物和AgNTf ₂作为催化剂，首次实现了异质金（I）催化的酰胺和丙酸衍生物与苯胺的区域特异性加氢胺化（E）-N-丙氨酸和（Z）-烯胺具有良好的收率，具有广泛的底物范围。新的异质金（I）络合物可通过两步程序轻松地从市售试剂中制备，并通过简单过滤反应混合物进行回收。回收的催化剂（Ph ₂ P-MCM-41-AuNTf ₂）可以重复使用至少七次，而无需添加AgNTf ₂ 作为助催化剂，其催化效率保持不变。

更新日期：2018-08-22

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