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钯催化不对称内炔烃区域和立体选择性氢氨羰基化反应合成α,β-不饱和酰胺

Palladium-Catalyzed Regio- and Stereoselective Hydroaminocarbonylation of Unsymmetrical Internal Alkynes toward α,β-Unsaturated Amides.

作者信息

Kuai Chang-Sheng, Xu Jian-Xing, Chen Bo, Wu Xiao-Feng

机构信息

Dalian National Laboratory for Clean Energy, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 116023 Dalian, Liaoning, China.

Leibniz-Institut für Katalyse e. V., Albert-Einstein-Straβe 29a, 18059 Rostock, Germany.

出版信息

Org Lett. 2022 Jun 24;24(24):4464-4469. doi: 10.1021/acs.orglett.2c01693. Epub 2022 Jun 12.

Abstract

α,β-Unsaturated amides play a vital role in natural products, pharmaceuticals, organic synthesis, and functional materials. Herein, we disclosed a regio- and stereoselective hydroaminocarbonylation of unsymmetrical internal alkynes via palladium catalysis to synthesize α,β-unsaturated amides. This protocol features excellent regio- and exclusive ()-stereoselectivity, high atom and step-economy, broad substrate scope, and functional group tolerance.

摘要

α,β-不饱和酰胺在天然产物、药物、有机合成和功能材料中起着至关重要的作用。在此,我们报道了一种通过钯催化实现不对称内炔烃的区域和立体选择性氢氨羰基化反应以合成α,β-不饱和酰胺的方法。该方法具有出色的区域选择性和专一的()-立体选择性、高原子经济性和步骤经济性、广泛的底物范围以及官能团耐受性。

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