Modular Construction of Chiral Aminopiperidine via Palladium-Catalyzed Hydroamination of 1,2-Dihydropyridine

被引：0

作者：

Wang, Qian ^{[1
,2
]}

Huang, Shunshun ^{[1
,2
]}

Nie, Lifei ^{[1
]}

Zhao, Jiangyu ^{[1
]}

Aisa, Haji Akber ^{[1
]}

Jiang, Liyin ^{[1
,2
]}

机构：

[1] Chinese Acad Sci, Xinjiang Tech Inst Phys & Chem, Urumqi 830011, Peoples R China

[2] Univ Chinese Acad Sci, Beijing 10004, Peoples R China

来源：

ORGANIC LETTERS | 2025年 / 27卷 / 08期

基金：

中国国家自然科学基金;

关键词：

INTERMOLECULAR HYDROAMINATION; ENANTIOSELECTIVE SYNTHESIS; INHIBITOR; ALKENES; AMINES;

D O I：

10.1021/acs.orglett.4c04736

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In this study, we describe a generally straightforward methodology for the catalytic synthesis of chiral aminopiperidine from pyridine and azoles. The key step was the palladium-catalyzed regioselective N-H insertion into the double bond of 1,2-dihydropyridine. This hydroamination exhibits a wide substrate scope and functional group compatibility. Mechanistic study revealed that the catalytic N-H insertion into the C=C bond followed cis addition. The utility of this protocol was demonstrated by diverse functionalization of the enamine double bond.

引用

页码：1812 / 1817

页数：6

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