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Editorial:Green organic synthesis

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Chinese Chemical Letters 2021年第5期32卷 1589-1590页

作者： Wei-Min He Xiuling Cui School of Chemistry and Chemical Engineering University of South ChinaHengyang 421001China Engineering Research Centre of Molecular Medicine of Ministry of Education Key Laboratory of Fujian Molecular MedicineKey Laboratory of Precision Medicine and Molecular Diagnosis of Fujian UniversitiesKey Laboratory of Xiamen Marine and Gene DrugsSchool of Biomedical SciencesHuaqiao UniversityXiamen 361021China

In 1998.Paul Anastas and John Warner defined 12 Principles of Green Chemistry,aiming at cleaner processes,safer products and increasing use of renewable rather than fossil resources.With the growing awareness of environmental issues,the international chemical community is driven to develop novel and environmentally friendly synthetic strategies for the replacement of inefficient and pollutional chemical processes.Delightedly,a lot of eco-friendly synthetic methodologies have been established over the past decades.

关键词： processes. synthesis Green

Ring opening [3+2] cyclization of azaoxyallyl cations with benzo[d]-isoxazoles:Efficient access to 2-hydroxyaryl-oxazolines

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Chinese Chemical Letters 2020年第2期31卷 396-400页

作者： Yicheng He Chao Pi Yangjie Wu Xiuling Cui Department of Chemistry Henan Key Laboratory of Chemical Biology and Organic ChemistryKey Laboratory of Applied Chemistry of Henan UniversitiesZhengzhou UniversityZhengzhou 450052China

A selective ring-opening [3+2] cyclization reaction of benzo[d]isoxazoles with 2-bromo-propanamides has been developed.The azaoxyallyl cation intermediates are employed as C^O 3-atom synthon to build oxa-heterocycles via the selectivity of suitable cyclization partners.This transformation provides rapid access to highly functionalized 2-hydroxyaryl-oxazolines under mild conditions and excellent regioselectivity.

关键词： Azaoxyallylic cations Ring-opening [3+2]Cycloaddition 2-Hydroxyaryl-oxazolines C^O 3-atom synthon

Ru(Ⅲ)-catalyzed construction of variously substituted quinolines from 2-aminoaromatic aldehydes(ketones)and isoxazoles:Isoxazoles as cyclization reagent and cyano sources

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Chinese Chemical Letters 2022年第8期33卷 4064-4068页

作者： Di Hu Chao Pi Wei Hu Xiliang Han Yangjie Wu Xiuling Cui Henan Key Laboratory of Chemical Biology and Organic Chemistry Key Laboratory of Applied Chemistry of Henan UniversitiesGreen Catalysis Center and College of ChemistryZhengzhou UniversityZhengzhou 450052China

A Ru(Ⅲ)-catalyzed annulation reaction of 2-aminoaromatic aldehydes(ketones)and isoxazoles to afford diverse 3-cyanoquinolines has been developed.Notably,isoxazole acted as a cyclization reagent and nontoxic cyano source via N-O bond cleavage and fragmentation.Variously substituted(especially 6-or 7-substituted)quinolines could be easily afforded.This procedure features wide functional group compatibility,efficiency and avoiding toxic cyano source.Meanwhile,this protocol could be successfully applied to scale-up synthesis.Further chemical transformations of 3-cyanoquinoline could give some valuable skeletons,demonstrating its potential in synthetic application.

关键词： Isoxazoles Cyclization reagent Cyano sources Variously substituted 3-cyanoquinolines

Rhodium(Ⅲ)-catalyzed [4+2] annulation of N-arylbenzamidines with1,4,2-dioxazol-5-ones: Easy access to 4-aminoquinazolines via highly selective C-H bond activation

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Chinese Chemical Letters 2021年第8期32卷 2592-2596页

作者： Jie Ren Yanzhen Huang Chao Pi Xiuling Cui Yangjie Wu Henan Key Laboratory of Chemical Biology and Organic Chemistry Key Laboratory of Applied Chemistry of Henan UniversitiesGreen Catalysis Center and College of ChemistryZhengzhou UniversityZhengzhou 450052China

A novel approach for the synthesis of 4-aminoquinazolines has been developed via rhodium(Ⅲ)-catalyzed [4+2] annulation of N-arylbenzamidines with 1,4,2-dioxazol-5-ones.This reaction features excellent regioselectivity,broad substrate scope and high step economy,which would provide the refe rence for the construction of the fused 4-aminoquinazolines with biologically and pharmacologically active compounds.

关键词： [4+2]Annulation N-Arylbenzamidine 4-Aminoquinazoline Excellent regioselectivity High step economy

Rhodium(Ⅲ)-catalyzed intermolecular cyclization of anilines with sulfoxonium ylides toward indoles

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Chinese Chemical Letters 2019年第7期30卷 1374-1378页

作者： Zhihao Shen Chao Pi Xiuling Cui Yangjie Wu Department of Chemistry Henan Key Laboratory of Chemical Biology and Organic Chemistry Key Laboratory of Applied Chemistry of Henan UniversitiesZhengzhou University

Rhodium(Ⅲ)-catalyzed synthesis of indole derivatives has been realized via cascade reaction of C -H alkylation/nucleophilic cyclization starting from readily available N-phenylpyridin-2-amines and sulfoxonium ylides. Notably, this transformation could smoothly proceed with high yields, good regioselectivity, and feature broad group tolerance and under redox-neutral condition to avoid external oxidant. The titled products are potentially important building blocks in the organic synthesis through various chemical transformations.

关键词： Rhodium Cyclization Aniline Sulfoxonium ylide Indole

Cp^*Co(Ⅲ)-catalyzed C—H amidation of azines with dioxazolones

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Chinese Chemical Letters 2020年第12期31卷 3237-3240页

作者： Yanzhen Huang Chao Pi Zhen Tang Yangjie Wu Xiuling Cui Henan Key Laboratory of Chemical Biology and Organic Chemistry Key Laboratory of Applied Chemistry of Henan UniversitiesCollege of ChemistryGreen Catalysis CenterZhengzhou UniversityZhengzhou 450052China

Cp^*Co(Ⅲ)-catalyzed direct C—H amidation of azines has been developed.This co nversion could proceed smoothly in the absence of external oxidants,acids or bases,with excellent regioselectivity and broad functional group tolerance,CO2 was released as the sole byproduct,thus providing an environmentally benign amidation process.The products obtained are important intermediates in organic synthesis.

关键词： Cp^*Co(Ⅲ)-catalyzed Azines Amidation Dioxazolone

Rh(Ⅲ)-catalyzed annulation of azobenzenes and α-Cl ketones toward 3-acyl-2H-indazoles

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Chinese Chemical Letters 2021年第5期32卷 1709-1712页

作者： Huan Li Yuxuan Han Zi Yang Zhenyu Yao Lianhui Wang Xiuling Cui Engineering Research Centre of Molecular Medicine of Ministry of Education Key Laboratory of Fujian Molecular Medi-cineKey Laboratory of Precision Medicine and Molecular Diagnosis of Fujian UniversitiesKey Laboratory of Xiamen Marine and Gene DrugsSchool of Biomedical SciencesHuaqiao UniversityXiamen 361021China

Rhodium(Ⅲ)-catalyzed[4+1]cyclization of azobenzenes with α-Cl ketones has been developed.3-Acyl-2H-indazoles could be easily afforded in up to 97%yields for more than 30 examples.The obtained products are potentially valuable in organic synthesis and drug discovery.This protocol featured with high efficiency,extensive functional group tolerance and mild reaction conditions.The one-step efficient construction of an anti-inflammatory agent confirms the practicability of this procedure.

关键词： Rh(Ⅲ)-catalyzed C-H activation/cyclization α-Cl Ketones 3-Acyl-2H-indazoles

Construction of diaminobenzoquinone imines via ferrocene-initiated radical reaction of benzoquinone with amines

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Chinese Chemical Letters 2020年第3期31卷 733-735页

作者： Yadong Feng Ying Liu Qi Fu Zhongai Zou Jinhai Shen Xiuling Cui College of Environment and Public Health Xiamen Huaxia UniversityXiamen 361024China Engineering Research Center of Molecular Medicine of Ministry of Education Key Laboratory of Fujian Molecular MedicineKey Laboratory of Xiamen Marine and Gene DrugsSchool of Biomedical SciencesHuaqiao UniversityXiamen 361021China

A ferrocene-initiated radical reaction of benzoquinone with amines has been successfully developed for the direct access to diaminobenzoquinone imines in high yields,in which the comme rcially available and cheap ferrocene was employed as a radical initiator and TBHP was used as an oxidant.Moreover,this reaction could be achieved with low loading of ferrocene(0.5 mol%).This protocol is highly efficient with good substrate tolera nce and provides a new approach for the construction of benzoquinone imines with potential pharmaceutical interest.

关键词： Benzoquinone imines Ferrocene-initiated Radical process Benzoquinone Amines

Rhodium-catalyzed oxidative homologation of N-pyrimidyl indolines with alkynes via dual C—H activation: Facile synthesis of benzo[g] indolines

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Chinese Chemical Letters 2018年第6期29卷 907-910页

作者： Lianhui Wang Dan Xiong Lianghua Jie Chudan Yu Xiuling Cui Engineering Research Center of Molecular Medicine Ministry of Education Key Laboratory of Fujian Molecular Medicine Key Laboratory of Xiamen Marine and Gene Drugs School of Biomedical Sciences Huaqiao University

We herein report a highly regioselective rhodium-catalyzed C6-and C7—H bond functionalization of indolines with alkynes by using 2-pyrimidine as a directing group. Moreover, NH-free benzo[g]indole unit could be obtai... 详细信息

关键词： Rhodium Indoline Alkyne Benzo[g]indoline C—H activation