Direct Synthesis of 4-Aryl-1,2,3-triazoles via l2-Promoted Cyclization under Metal- and Azide-Free Conditions

被引:17
|
作者
Huang, Chun [1 ]
Geng, Xiao [2 ,3 ]
Zhao, Peng [1 ]
Zhou, You [1 ]
Yu, Xiao-Xiao [1 ]
Wang, Li-Sheng [1 ]
Wu, Yan-Dong [1 ]
Wu, An-Xin [1 ]
机构
[1] Cent China Normal Univ, Coll Chem, Key Lab Pesticide & Chem Biol, Minist Educ, Wuhan 430079, Hubei, Peoples R China
[2] Taizhou Univ, Adv Res Inst, Taizhou 318000, Zhejiang, Peoples R China
[3] Taizhou Univ, Dept Chem, Taizhou 318000, Zhejiang, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2021年 / 86卷 / 19期
基金
中国国家自然科学基金;
关键词
CATALYZED SYNTHESIS; SODIUM-AZIDE; CYCLOADDITION; 1H-1,2,3-TRIAZOLES; 1,2,3-TRIAZOLES; UREAS;
D O I
10.1021/acs.joc.1c01702
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We herein report an iodine-mediated formal [2 + 2 + 1] cyclization of methyl ketones, p-toluenesulfonyl hydrazines, and 1-aminopyridinium iodide for preparation of 4-aryl-NH-1,2,3-triazoles under metal- and azide-free conditions. Notably, this is achieved using p-toluenesulfonyl hydrazines and 1-aminopyridinium iodide as azide surrogates, providing a novel route toNH-1,2,3-triazoles. Furthermore, this approach provides rapid and practical access to potent inhibitors of indoleamine 2,3-dioxygenase (IDO).
引用
收藏
页码:13664 / 13672
页数:9
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