Visible Light-Induced [3+2] Cyclization Reactions of Hydrazones with Hypervalent Iodine Diazo Reagents for the Synthesis of 1-Amino-1,2,3-Triazoles

被引:40
作者
Dong, Jun-Ying [1 ]
Wang, He [1 ]
Mao, Shukuan [1 ]
Wang, Xin [1 ]
Zhou, Ming-Dong [1 ]
Li, Lei [1 ]
机构
[1] Liaoning Shihua Univ, Sch Chem & Mat Sci, Dandong Rd 1, Fushun 113001, Peoples R China
基金
中国国家自然科学基金;
关键词
3+2] Cyclization reactions; Hydrazones; Hypervalent iodine diazo reagents; Diazomethyl radical; Visible-light photoredox catalysis; ELECTROPHILES EFFICIENT SYNTHESIS; FUNCTIONALIZATION; CYCLOADDITION; STRATEGY; CASCADE; DIAZOCARBONYLS; ISOCYANIDES; SELECTIVITY; CHEMISTRY; CATALYSIS;
D O I
10.1002/adsc.202001436
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
In this study, visible-light-induced [3+2] cyclization reactions of hydrazones with hypervalent iodine diazo reagents as diazomethyl radical precursors are reported. Mild reaction conditions, a broad substrate scope, and excellent functional group compatibility were observed. Furthermore, the synthetic utility was demonstrated by gram-scale synthesis and elaboration to several value-added products. This protocol broadens the scope of diazo chemistry, and is applicable to the late-stage functionalization of natural products.
引用
收藏
页码:2133 / 2139
页数:7
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