Copper-catalyzed hydroamination of propargyl imidates

TETRAHEDRON LETTERS

卷:58

Article

Fricke, Patrick J.¹  Stasko, Jenna L.¹  Robbins, Dylan T.¹  Gardner, Alexander C.¹  Stash, Jacqueline¹  Ferraro, Mark J.¹  Fennie, Michael W.¹ 

[1] Univ Scranton, Dept Chem, 800 Linden St, Scranton, PA 18510 USA

关键词: Hydroamination;    Copper catalysis;    Heterocycles;    Alkynes;    Imidates;   

DOI  :  10.1016/j.tetlet.2017.10.043

来源: Elsevier

【 摘 要 】

Propargyl imidates derived from aromatic and aliphatic nitriles cyclize at room temperature in high yields when treated with a catalytic amount of copper (I) iodide. This 5-exo-dig process affords dihydrooxazoles which do not aromatize under the reaction conditions, and which are isolated without chromatography. Investigations of the reaction scope, subsequent functionalization of the reaction products, and preliminary mechanistic data are presented. (C) 2017 Elsevier Ltd. All rights reserved.

【 授权许可】

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