通过钯催化丙炔酯羰基化合成多取代的 2,3-烯酰胺。

IF 3.6 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2024-06-06 DOI:10.1021/acs.joc.4c00977

Zhi Zhang, Miao-Miao Ji, Xiao-Feng Wu, Yong-Yu He and Jin-Bao Peng*,

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引用次数: 0

摘要

2,3-烯酰胺是一类重要的不饱和基团取代羰基化合物。我们开发了一种在钯催化下，丙炔基乙酸酯与胺发生氨基羰基化反应，从而合成三/四代 2,3-烯酰胺的方法。以丙炔基乙酸酯为原料制备了多种三/四代 2,3-烯酰胺，收率从良好到极佳。反应条件温和，官能团耐受性好。通过对几种天然产品和药物进行后期改性，进一步突出了这种方法的适用性。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Synthesis of Multisubstituted 2,3-Allenamides via Palladium-Catalyzed Carbonylation of Propargylic Esters

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Synthesis of Multisubstituted 2,3-Allenamides via Palladium-Catalyzed Carbonylation of Propargylic Esters

2,3-Allenamides are an important class of unsaturated group-substituted carbonyl compounds. A palladium-catalyzed aminocarbonylation of propargyl acetates with amines for the synthesized tri-/tetrasubstituted 2,3-allenamides has been developed. A broad range of tri-/tetrasubstituted 2,3-allenamides have been prepared from propargyl acetates in good to excellent yields. The reaction featured mild reaction conditions and good functional group tolerance. The applicability of this methodology was further highlighted by the late-stage modification of several natural products and pharmaceuticals.

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来源期刊

Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.