Re(I)-catalyzed hydropropargylation of enamides: a useful method for the preparation of 4-pentynylamine derivatives

Watanabe Shoya; Ario Akane; Iwasawa Nobuharu

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Re(I)-catalyzed hydropropargylation of enamides: a useful method for the preparation of 4-pentynylamine derivatives

机译：Re（i） - 催化催化的催化水解丙基化合物：制备4-百茂胺衍生物的有用方法

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Hydropropargylation of enamides was achieved in good yields through the 1,4-addition of enamides to the alpha,beta-unsaturated carbene complex intermediate, followed by intramolecular hydrogen transfer to the iminium carbon. This method is useful for the synthesis of 4-pentynylamine derivatives from enamides and easily available propargyl ether. Moreover, tandem cyclization reaction was achieved to afford a pyrrolidine derivative in a single operation by using a secondary enamide.

机译：通过1,4-加入氨基酰胺，氨基丙氨酸酯化氨基丙基丙基化氢化氢化氢化氢化氢化物，然后通过对α-不饱和的卡宾复合中间体的1,4-加入氨基氨基，然后将分子内氢转移到亚胺碳中。该方法可用于合成来自酯和易于使用的炔丙基醚的4-酰胺衍生物。此外，通过使用仲灭吸剂，实现了串联环化反应以在单一操作中提供吡咯烷衍生物。

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《The Journal of Antibiotics: An International Journal》 |2019年第6期|共4页
作者
Watanabe Shoya; Ario Akane; Iwasawa Nobuharu;
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Sch Sci Tokyo Inst Technol Dept Chem Meguro Ku Tokyo 1528551 Japan;

Sch Sci Tokyo Inst Technol Dept Chem Meguro Ku Tokyo 1528551 Japan;

Sch Sci Tokyo Inst Technol Dept Chem Meguro Ku Tokyo 1528551 Japan;

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正文语种 eng
中图分类药学;
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1. Re(I)-catalyzed hydropropargylation of enamides: a useful method for the preparation of 4-pentynylamine derivatives [J] . Watanabe Shoya, Ario Akane, Iwasawa Nobuharu The Journal of Antibiotics: An International Journal . 2019,第6期

机译：Re（i） - 催化催化的催化水解丙基化合物：制备4-百茂胺衍生物的有用方法
2. Palladium-Catalyzed Regioselective Hydroarylation of Ynamides with Aryl Iodides: Easy Synthesis of Various Substituted Enamides Containing Stilbene Derivatives [J] . Wakamatsu Hideaki, Yanagisawa Rika, Kimura Sho, Synlett . 2017,第16期

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3. Rhodium-Catalyzed Asymmetric Hydrogenation of Tetrasubstituted Cyclic Enamides: Efficient Access to Chiral Cycloalkylamine Derivatives [J] . Li Xiuxiu, You Cai, Yang Hailong, Advanced synthesis & catalysis . 2017,第4期

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4. P-Chirogenic Phosphonium Salts:Preparation and Use in Rh-Catalyzed Asymmetric Hydrogenation of Enamides [C] . Hiroshi Danjo, Wataru Sasaki, Takehiro Miyazaki, Symposium on Organometallic Chemistry . 2003

机译：p-含氯化鏻盐：制备和在Rh催化不对称氢化的氨基氨基
5. Asymmetric Mannich reactions catalyzed by urea derivatives for the enantioselective preparation of beta-aryl-beta-amino acid derivatives. [D] . Wenzel, Anna G. 2004

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6. An Efficient Method for the Preparation of Styrene Derivatives via Rh(III)-Catalyzed Direct C—H Vinylation [O] . Kate D. Otley, Jonathan A. Ellman -1

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8. Transition-Metal-Catalyzed Polymerization of Silazanes as a Route to the Preparation of Silicon-Carbide-Nitride Fibers. Advanced Methods for the Preparation of Preceramic Polymers and Their Transformation into Silicon Nitride Fibe [R] . Laine, R. M., Blum, Y. D., Chow, A. W., 1987

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Re(I)-catalyzed hydropropargylation of enamides: a useful method for the preparation of 4-pentynylamine derivatives

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