Synthesis of 5-lodo-1,2,3,4-tetrahydropyridines by Rhodium-Catalyzed Tandem Nucleophilic Attacks Involving 1-Sulfonyl-1,2,3-triazoles and Iodides

被引：41

作者：

Man, Zengming ^{[1
]}

Dai, Haican ^{[1
]}

Shi, Yinping ^{[1
]}

Yang, Dongdong ^{[1
]}

Li, Chuan-Ying ^{[1
]}

机构：

[1] Zhejiang Sci Tech Univ, Dept Chem, Hangzhou 310018, Zhejiang, Peoples R China

来源：

ORGANIC LETTERS | 2016年 / 18卷 / 19期

基金：

中国国家自然科学基金;

关键词：

ALPHA-DIAZOCARBONYL COMPOUNDS; OXO GOLD CARBENES; C-H INSERTION; DIAZO-COMPOUNDS; CONTROLLING SELECTIVITY; EFFICIENT SYNTHESIS; AZAVINYL CARBENES; ORGANIC-SYNTHESIS; DERIVATIVES; N-SULFONYL-1,2,3-TRIAZOLES;

D O I：

10.1021/acs.orglett.6b02428

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Sodium iodide is used for the first time as a nucleophile to trap an alpha-imino rhodium carbene, which triggers a tandem process involving intermolecular nucleophilic, attack and intramolecular S(N)2 reaction. A series of 5-iodo-1,2,3,4-tetrahydtopyridines are obtained in high yield, and the synthetic utility of the products is demonstrated in cross-coupling reactions and the construction of biorelated polycyclic compounds.

引用

页码：4962 / 4965

页数：4

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