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Facile Synthesis of Fully Substituted 1,2,4‐Triazoles via [3+2] Cycloaddition of Nitrileimines with Amidine under Transition Metal‐Free Conditions

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成果类型:
期刊论文
作者:
Wang, Dahan;Wan, Xiaoyuan;Zhou, Yazheng;Liu, Jinbing;Cai, Jinhui;...
通讯作者:
Cai, J.;Wang, D.;Deng, G.-J.
作者机构:
[Wang, Dahan; Liu, Jinbing] Shaoyang Univ, Dept Food & Chem Engn, ShaoShui Xi Rd, Shaoyang 422100, Peoples R China.
[Zhou, Yazheng; Deng, Guo-Jun; Wan, Xiaoyuan] Xiangtan Univ, Coll Chem, Key Lab Environmentally Friendly Chem, Hunan Prov Key Lab Green Organ Synth & Applicat, Xiangtan 411105, Peoples R China.
[Cai, Jinhui] Univ South China, Coll Chem & Chem Engn, Hengyang 421001, Hunan, Peoples R China.
通讯机构:
[Dr. Dahan Wang; Dr. Dahan Wang Dr. Dahan Wang Dr. Dahan Wang] D
[Dr. Jinhui Cai; Dr. Jinhui Cai Dr. Jinhui Cai Dr. Jinhui Cai] C
[Prof. Dr. Guo-Jun Deng; Prof. Dr. Guo-Jun Deng Prof. Dr. Guo-Jun Deng Prof. Dr. Guo-Jun Deng] K
College of Chemistry and Chemical Engineering, University of South China, Hengyang, 421001 Hunan, P. R. China<&wdkj&>Department of Food and Chemical Engineering, Shaoyang University, ShaoShui Xi Road, Shaoyang, 422100 P. R. China<&wdkj&>Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, Hunan Province Key Laboratory of Green Organic Synthesis and Application, College of Chemistry, Xiangtan University, Xiangtan, 411105 P. R. China
语种:
英文
关键词:
[3+2] cycloaddition;nitrileimines;transition metal-free;1,2,4-triazoles;trifluoromethyl groups
期刊:
Asian Journal of Organic Chemistry
ISSN:
2193-5807
年:
2023
卷:
12
期:
1
页码:
e202200674-
基金类别:
This work was supported by the National Natural Science Foundation of China (22271244, 21871226, 21502160) and the Natural Science Foundation of Hunan Province (2022JJ40353).
机构署名:
本校为其他机构
院系归属:
化学化工学院
摘要:
An efficient synthesis of densely 1,2,4-triazoles has been achieved by [3+2] cycloaddition of nitrileimides with amidine hydrochlorides under transition metal-free conditions. This method features mild reaction conditions, wide substrate scope and good functional group tolerance. A series of aryl, heterocyclic and alkyl substituted 3-CF3-1,2,4-triazoles were synthesized smoothly under the promotion of NaHCO3 and yield up to 96%. In addition, both gram-scale reaction and synthetic transformations are s...

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