首页|Palladium-Catalyzed Selective Syntheses of 2,3-Allenyl Amines via Double Functionalization Coupling of 2-Alkynyl-1,4-diol Dicarbonates

Palladium-Catalyzed Selective Syntheses of 2,3-Allenyl Amines via Double Functionalization Coupling of 2-Alkynyl-1,4-diol Dicarbonates

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2,3-Allenyl amines have shown wide applicability in biomedical and synthetic applications.Due to their enormous potential for appli-cations,researchers have been dedicated to the development of methods for synthesizing 2,3-allenyl amines.Herein,a palladi-um-catalyzed three-component reaction of 2-alkynyl-1,4-diol dicarbonates,organoboronic acids,and nitrogen nucleophiles forming 2,3-allenyl amines with excellent regio-and chemo-selectivity has been developed.Substrate compatibility and synthetic applications have been demonstrated.Control experiments supported a mechanism involving 1,2,3-triene-Pd species and methylene-π-allyl palla-dium species.

Pd catalysis2,3-Allenyl amineAlk-2-yn-1,4-diol dicarbonateOrganoboronic acid1,2,3-TrieneMethylene-π-allyl palladium speciesRegioselectivityChemoselectivity

Zhengnan Zhou、Can Li、Shengming Ma

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State Key Laboratory of Organometallic Chemistry,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,345 Lingling Lu,Shanghai 200032,China

University of Chinese Academy of Sciences,Beijing 100049,China

Research Center for Molecular Recognition and Synthesis,Department of Chemistry,Fudan University,220 Handan Lu,Shanghai 200433,China

2024

中国化学(英文版)
中国化学会 上海有机化学研究所

中国化学(英文版)

CSTPCD
影响因子:0.848
ISSN:1001-604X
年,卷(期):2024.42(19)