A Lewis acid-catalyzed tandem reaction enabling 2-arylglycerol derivative as a versatile 1,3-biselectrophile for the synthesis of 4 H -chromenes and 2-pyridinones

被引：1
|
作者：
Chen, Shaomin [1 ]
Zhang, Tianjian [1 ]
Xu, Zhenhua [1 ]
You, Bo [1 ]
Li, Minghao [1 ]
Gu, Yanlong [1 ,2 ,3 ]
机构：
[1] Huazhong Univ Sci & Technol, Sch Chem & Chem Engn,Minist Educ, Hubei Key Lab Mat Chem & Serv Failure, Key Lab Large Format Battery Mat & Syst, Wuhan 430074, Peoples R China
[2] Shihezi Univ, Sch Chem & Chem Engn, Key Lab Green Proc Chem Engn Xinjiang Bingtuan, Shihezi 832004, Peoples R China
[3] Lanzhou Inst Chem Phys, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Peoples R China
来源：
CHINESE CHEMICAL LETTERS | 2023年 / 34卷 / 09期
基金：
中国国家自然科学基金;
关键词：
Lewis acid catalysis; 2-Arylglycerol derivative; 3-Biselectrophile; Six-membered heterocycles; 3+3] cyclization; ENANTIOSELECTIVE SYNTHESIS; GLYCEROL; 2-PYRIDONES; OXIDATION;
D O I：
10.1016/j.cclet.2023.108130
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Acid-catalyzed tandem reactions were established by employing a novel class of 2-arylglycerol derivative, 5-aryl-1,3-dioxan-5-ol, as versatile 1,3-biselectrophile. In the reactions, 5-aryl-1,3-dioxan-5-ol works like atropaldehydes or 2-aryl malondialdehydes, and can react with 2-naphthols and & beta;-keto amides, allowing the synthesis of 4H-chromenes and 5-aryl-2-pyridinones. High yields, good functional group tolerance, broad substrate scope and simple reaction operation make this protocol attractive.& COPY; 2023 Published by Elsevier B.V. on behalf of Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences.
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页数：4
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