Synthesis of 5-Iodo-1,2,3,4-tetrahydropyridines by Rhodium-Catalyzed Tandem Nucleophilic Attacks Involving 1-Sulfonyl-1,2,3-triazoles and Iodides.
Sodium iodide is used for the first time as a nucleophile to trap an α-imino rhodium carbene, which triggers a tandem process involving intermolecular nucleophilic attack and intramolecular SN2 reaction. A series of 5-iodo-1,2,3,4-tetrahydropyridines 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.
Department of Chemistry, Zhejiang Sci-Tech University , Xiasha West Higher Education District, Hangzhou 310018, China.
Zengming
Z
Man
Department of Chemistry, Zhejiang Sci-Tech University , Xiasha West Higher Education District, Hangzhou 310018, China.
Haican
H
Dai
Department of Chemistry, Zhejiang Sci-Tech University , Xiasha West Higher Education District, Hangzhou 310018, China.
Yinping
Y
Shi
Department of Chemistry, Zhejiang Sci-Tech University , Xiasha West Higher Education District, Hangzhou 310018, China.
Dongdong
D
Yang
Department of Chemistry, Zhejiang Sci-Tech University , Xiasha West Higher Education District, Hangzhou 310018, China.
Chuan-Ying
CY
Li