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Dearomatization-Rearomatization Reaction of Metal-Polarized Aza-ortho-Quinone Methides

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成果类型:
期刊论文
作者:
Wang, Bao-Cheng;Rao, Li;Fang, Kai-Xin;Qu, Bao-Le;Xiong, Fen-Ya;...
通讯作者:
Prof. Ying Tan<&wdkj&>Prof. Liang-Qiu Lu
作者机构:
[Lu, Liang-Qiu; Rao, Li; Wang, Bao-Cheng; Qu, Bao-Le; Xiao, Wen-Jing; Xiong, Fen-Ya] Cent China Normal Univ, Minist Educ, CCNU Ottawa Joint Res Ctr, Coll Chem,Key Lab Pesticide & Chem Biol, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China.
[Tan, Ying; Fang, Kai-Xin; Feng, Ying] Tsinghua Univ, Tsinghua Shenzhen Int Grad Sch, State Key Lab Chem Oncogen, Key Lab Chem Biol, Shenzhen, Peoples R China.
[Lu, Liang-Qiu] Chinese Acad Sci, Lanzhou Inst Chem Phys LICP, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Peoples R China.
[Lu, Liang-Qiu] Henan Normal Univ, Sch Chem & Chem Engn, Xinxiang 453007, Henan, Peoples R China.
通讯机构:
[Prof. Ying Tan] S
[Prof. Liang-Qiu Lu] C
CCNU-uOttawa Joint Research Centre, Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, 430079 Wuhan, Hubei, P. R. China<&wdkj&>State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics (LICP), Chinese Academy of Sciences, 730000 Lanzhou, P. R. China<&wdkj&>School of Chemistry and Chemical Engineering, Henan Normal University, 453007 Xinxiang, Henan, China<&wdkj&>State Key Laboratory of Chemical Oncogenomics, Key Laboratory of Chemical Biology, Tsinghua Shenzhen International Graduate School, Tsinghua University, Shenzhen, P. R. China
语种:
英文
关键词:
Antitumor Activity;Aza-Ortho-Quinone Methide;Aza-Sulfur Ylide;Azaheterocycle;Transition Metal Catalysis
期刊:
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
ISSN:
1433-7851
年:
2023
卷:
62
期:
21
页码:
e202301592-
基金类别:
National Natural Science Foundation of China [22271113, 91956201, 21822103, 21820102003]; Hubei International Scientific and Technological Cooperation Base of Pesticide and Green Synthesis; Central China Normal University; State Key Laboratory of Chemical Oncogenomics
机构署名:
本校为第一机构
院系归属:
化学学院
摘要:
Metal-polarized aza-ortho-quinone methides (aza-o-QMs) are a unique and efficient handle for azaheterocycle synthesis. Despite great achievements, the potential of these reactive intermediates has not yet been fully exploited, especially the new reaction modes. Herein, we disclosed an unprecedented dearomatization process of metal-polarized aza-o-QMs, affording transient dearomatized spiroaziridine intermediates. Based on this serendipity, we accomplished three sequential dearomatization-rearomatization reactions of benzimidazolines with aza-sulfur ylides, enabling the divergent synthesis of b...

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