解春松

日期:2024-07-17

基本情况

解春松,男,198110月生。副院长(主持行政工作),教授,博士研究生,硕士生导师,“双师双能”型教师。中国化学会会员,浙江省科技专家,浙江省高校产学研联盟智囊团成员,国家自然科学基金、浙江省自然科学基金、浙江省医药卫生项目、浙江省高新技术企业、教育部学位与研究生教育评审专家,广东、湖南、山东省科技项目评审专家。入选市级“131”中青年人才培养计划和校级“卓越人才培养计划”。担任国际核心期刊JACS、ACS Catalysis、Org. Lett.、Chem. Comm.、JOC、Chem. Eur. J.、Green Chem等及国内核心期刊《有机化学》、《应用化学》特邀审稿人。

教育背景

199909月—200306月,浙江大学,化学专业本科;

200309月—200606月,浙江大学,化学专业直接攻博;

201006月—201106月,法国国家科研中心,博士后;

201609月—201709月,美国伊利诺伊大学香槟分校,访问学者;

202007月—202106月,浙江大学,访问学者。

所授课程

《有机化学》、《基础化学》、《有机化学实验》等课程。

研究方向

(1) 先进合成方法的发展及其在新材料和生物药物等领域中的应用;

(2) 有机光、电、磁等新材料和先进催化材料的研究及开发。

代表性论文

(1) Chunsong Xie*, Song Wu, and Runmei Zhang. Stereo- and Regio-specific SN2’ Reaction of MBH Adducts with Isocyanoacetates: en route to Transition Metal Free α-Allylation of Isocyanoacetates. ACS Omega 2023, 8, 6854–6859.

(2) Chunsong Xie*, Jiahong Hu, Xiaole Zhu Song Wu, Yujia Xu, Hongyi Ye. Direct Vinylation of Activated Methines by a Vinylsulfonium Salt. Lett. Org. Chem. 2023, 20, 389–394.

(3) Xiaoyan Dong, Wei Lin, Shuping Wang, Haotian Zhang, Zibin Zhang, Chunsong Xie, Shijun Li*. A Porphyrin-based Ion Pair Receptor Constructed through Click Chemistry. J. Porphyr. Phthalocya. 2023, 27, 1103–1107.

(4) Jiadong Tang, Can Chen, Tao Hong, Zibin Zhang, Chunsong Xie, Shijun Li*. Regulation of Chiral Phosphoric Acid-Catalyzed Asymmetric Reaction through Crown Ether-Based Host–Guest Chemistry. Org. Lett. 2022, 24, 7955–7960.

(5) Yong Shen, Minjie Xiang, Song Wu, Zibin Zhang, Shijun Li, Chunsong Xie*. Assembly of Polyfunctional Arenes with Three Contiguous and Different Substituents by Orchestrating Pd-Catalyzed Four-Component Reactions. Cell Rep. Phy. Sci. 2021, 2, 100615.

(6) Jia-Ju Tao, Jia-Dong Tang, Tao Hong, Jia-Wen Ye, Jia-Yu Chen, Chunsong Xie, Zibin Zhang, and Shijun Li*. Crown Ether-Derived Chiral BINOL: Enantioselective Michael Addition of Alkenyl Boronic Acids to α,β-Unsaturated Ketones. ACS Omega 2021, 6, 50, 35093–35103.

(7) Tianhao Lu, Yong Shen, Min Wang, Zibing Zhang, Shijun Li, Chunsong Xie*. Aerobic Cu-Catalyzed Oxidative 1:2 Coupling of Benzynes with Terminal Alkynes. Chem. Commun. 2020, 56, 8214–8217.

(8) Yi Cheng, Runmei Zhang, Tianhao Lu, Yong Shen, Min Wang, Chunsong Xie*. Synthesis of C3-Quaternary 2H-Pyrrolines by [3+2] Cycloaddition of Isocyanoacetates and 1,1-Disubstituted alkenes. Lett. Org. Chem. 2020, 17, 586–589.

(9) Tao Hong, Zibin Zhang, Yan Sun, Jia-Ju Tao, Jia-Dong Tang, Chunsong Xie, Min Wang, Fang Chen, Shang-Shu Xie, Shijun Li*, Peter J. Stang*. Chiral Metallacycles as Catalysts for Asymmetric Conjugate Addition of Styrylboronic Acids to α,β-Enones. J. Am. Chem. Soc. 2020, 142, 23, 10244–10249.

(10) Zibin Zhang*, Kechang Sun, Leqiong Jin, Chunsong Xie, Shijun Li. Preparation of a Mechanically Interlocked Polymer from a Linear Supramolecular Polymer. Org. Chem. Front. 2020, 7, 1453–1462.

(11) Pengfei Yang, Weiyan Xu, Rongchao Wang, Min Zhang, Chunsong Xie, Xiaofei Zeng, Min Wang*. Potassium tert-Butoxide-Mediated Condensation Cascade Reaction: Transition Metal-Free Synthesis of Multisubstituted Aryl Indoles and Benzofurans. Org. Lett. 2019, 21(10), 3658-3662.

(12) Xinxia Shi, Rongchao Wang, Xiaofei Zeng, Yilan Zhang, Huiling Hu, Chunsong Xie, Min Wang*. Ruthenium(II)-Catalyzed Oxidant-Free Coupling/Cyclization of Benzimidates and Sulfoxonium Ylides to Form Substituted Isoquinolines. Adv. Synth. Catal. 2018, 360(21), 4049-4053.

(13) Chunsong Xie*, Yuhong Zhang. A Copper-Catalyzed Domino Reaction of Alkynyl Bromides and Oxazolidine-2-thiones: Synthesis of Thiazol-2-ones. Asian J. Org. Chem. 2018, 7, 888-891.

(14) Hengguang Cheng, Runmei Zhang, Min Wang, Xiaofei Zeng, Chunsong Xie*. Convergent Assembly of Enantioenriched Tetrahydrobenzofuro[2,3-b]pyrrole Scaffolds through a Novel Ag(I)-Catalyzed Asymmetric Domino Reaction of Isocyanoacetates. Asian J. Org. Chem. 2018, 7, 1075-1079.

(15) Shi, X., Zhang, L., Yang, P., Sun, H., Zhang, Y., Xie, C., Ou-yang, Z., Wang, M. Facile and efficient preparation of α-halomethyl ketones from α-diazo ketones catalyzed by iron(III) halides and silica gel. Tetrahedron Lett. 2018, 59(13), 1200-1203.

(16) Zhang, Lingqiong; Dai, Xiaoli; Tao, Lianzhi; Xie, Chunsong; Zhang, Min; Wang, Min. Total Synthesis of (+)-Chinensiolide B from α-Santonin. Chin. J. Chem. 2017, 35(8):1284-1288.

(17) Hengguang Cheng, Runmei Zhang, Shiwei Yang, Min Wang, Xiaofei Zeng, Lingjie Xie, Chunsong Xie,* Jing Wu, Guofu Zhong. Assembly of Enantioenriched cis-3a,8a-Hexahydropyrrolo[2,3-b]indole Scaffolds by Silver(I)-Catalyzed Asymmetric Domino Reaction of Isocyanoacetates in the Presence of Cinchona-Derived Chiral Phosphorus Ligands. Adv. Synth. Catal. 2016, 358(6), 970-976.

(18) Shanshan Kong, Lingqiong Zhang, Xiaoli Dai, Lianzhi Tao, Chunsong Xie, Lei Shi,* Min Wang.* DDQ-mediated Direct C(sp3)−H Cyanation of Benzyl Ethers and 1,3-Diarylpropenes under Solvent- and Metal-free Conditions. Adv. Synth. Catal. 2015, 357(11), 2453-2456.

(19) Haili Guo, Miaomiao Chen, Peng Jiang, Jian Chen, Lingxia Pan, Min Wang, Chunsong Xie,* Yuhong Zhang. Copper and Palladium Mediated C−H Chlorination on 8-Acylaminoquinoline Scaffolds. Tetrahedron 2015, 71(1), 70-76.

(20) Chunsong Xie. Developing Novel Synthetic Methods Based on the “Formally” Unusual Reactivities of Isocyanides under Transition Metal Catalysis Conditions. Abstract for the 18th National Symposium on Organometallic Chemistry of China (2014) P430.

(21) Lin Huang, Hengguang Cheng, Runmei Zhang, Min Wang, Chunsong Xie.* Explorating the in situ Utilization of Cyclic Imine Intermediates Generated by Isocyanoacetate Cycloaddition: Convergent Assembly of cis-3a,8a-Hexahydropyrrolo[2,3-b]indole Scaffolds. Adv. Synth. Catal. 2014, 356(11-12), 2477-2484.

(22) Chunsong Xie,* Laihong Han. Development of Aqueous Oxidative Ugi-Type Reactions by Copper-Catalyzed Surfactant-Promoted C(sp3)‒H Direct Functionalization in Water. Tetrahedron Lett. 2014, 55(1), 240-243.

(23) Lin Huang, Haili Guo, Lingxia Pan, Chunsong Xie.* Synthesis of Amides by Palladium-Catalyzed Decarbonylative Coupling of Carboxylic Acids with Isocyanides. Eur. J. Org. Chem. 2013, 2013(27), 6027-6031.

(24) Lingxia Pan, Lin Huang, Chunsong Xie.* Synthesis of Methylenebisamides by TFA-Promoted Reactions of Nitriles and DMSO. Lett. Org. Chem. 2013, 10(10), 770-773.

(25) Rui Huang, Chunsong Xie,* Lin Huang, Jinhua Liu.* A Novel Synthesis of 1,4,7,10-Tetraazacyclododecane by the Tandem Reaction of Vinylsulfonium. Lett. Org. Chem. 2013, 10(3), 195-198.

(26) Rui Huang, Chunsong Xie,* Lin Huang, Jinhua Liu.* Copper-Catalyzed N-Alkoxyalkylation of Nucleobases Involving Direct Functionalization of sp3 C−H Bonds Adjacent to Oxygen Atoms. Tetrahedron 2013, 69(2), 577-582.

(27) Ming Yu, Yongju Xie, Chunsong Xie, Yuhong Zhang.* Palladium-Catalyzed C−H Alkenylation of Arenes Using Thioethers as Directing Groups. Org. Lett. 2012, 14, 2164-2167.

(28) Yuzhu Yang, Chunsong Xie, Yongju Xie, Yuhong Zhang.* Synthesis of Functionalized Indolizines via Copper-Catalyzed Annulation of 2-Alkylazaarenes with α,β-Unsaturated Carboxylic Acids. Org. Lett. 2012, 14, 957-959.

(29) Xin Ye, Chunsong Xie,* Rui Huang, Jinhua Liu.* Direct Synthesis of α-Amino Amides from N-Alkyl Amines by the Copper-Catalyzed Oxidative Ugi-Type Reaction. Synlett 2012, 23(), 409-412.

(30) Thibaud Gerfaud, Chunsong Xie, Luc Neuville,* Jieping Zhu.* Protecting-Group-Free Total Synthesis of (E) and (Z)-Alstoscholarine. Angew. Chem. Int. Ed. 2011, 50(17), 3954-3957.

(31) Björn Boll, Susanne Hennig, Chunsong Xie, Jae Kyong Sohng, Lutz Heide.* Adenylate-forming enzymes of rubradirin biosynthesis: RubC1 is a bifunctional enzyme with aminocoumarin acyl ligase and tyrosine-activating domains. ChemBioChem 2011, 12, 1105-1114.

(32) Xin Ye, Chunsong Xie,* Yuanyuan Pan, Laihong Han, Tian Xie.* Copper-Catalyzed Synthesis of α-Amino Imides from Tertiary Amines: Ugi-Type Three-Component Assemblies Involving Direct Functionalization of sp3 C–Hs Adjacent to Nitrogen Atoms. Org. Lett. 2010, 12, 4240-4243.

(33) Chunsong Xie, Deyu Han, Yue Hu, Jinhua Liu,* Tian Xie.* Synthesis of Pyrrolidin-2-ones via Tandem Reactions of Vinyl Sulfonium Salts under Mild Conditions. Tetrahedron Lett. 2010, 51, 5238-5241.

(34) Chunsong Xie, Deyu Han, Jinhua Liu,* Tian Xie.* Novel Syntheses of N-Aryloxazolidin-2-ones via Tandem Reactions of Vinyl Sulfonium Salts. Synlett 2009, 19, 3155-3158.

(35) Chunsong Xie, Yuhong Zhang,* Yuzhu Yang, Peixin Xu. Gold-Catalyzed Efficient Tandem Assembly of Terminal Alkynes and Arynes: Synthesis of Alkynylated Biphenyl Derivatives. Chem. Commum. 2008, 39, 4810-4812.

(36) Chunsong Xie, Leifang Liu, Yuhong Zhang,* Peixin Xu. Copper-Catalyzed Alkyne−Aryne and Alkyne−Alkene−Aryne Coupling Reactions. Org. Lett. 2008, 10, 2393-2396.

(37) Chunsong Xie, Yuhong Zhang,* Peixin Xu. Novel Synthesis of Pyrido[2,1-a]isoindoles via a Three-Component Assembly Involving Benzynes. Synlett 2008, 20, 3115-3120. (Highlighted by Synfacts 2009, 3, 263.)

(38) Kai Cheng, Yuhong Zhang,* Jinlong Zhao, Chunsong Xie. Peroxide-Promoted Regioselective Arylation of 2-Phenylpyridines and Related Substrates with Aryl Iodides. Synlett 2008, 12, 1325-1330.

(39) Chunsong Xie, Yuhong Zhang,* Zedu Huang,Peixin Xu. Synthesis of Indolo[1,2-f]phenanthridines from Palladium-Catalyzed Reactions of Arynes. J. Org. Chem. 2007, 72, 5431-5434.

(40) Chunsong Xie, Yuhong Zhang.* A New Tandem Reaction of Benzyne: One-Pot Synthesis of Aryl Amines Containing Anthracene. Org. Lett. 2007, 9, 781-784.

(41) Liang Wang, Yuhong Zhang,* Chunsog Xie, Yanguang Wang.* PEG-supported imidazolium chloride: A highly efficient and reusable reaction medium for the Heck reaction. Synlett 2005, 12, 1861-1864.

代表性科研项目

1)钯催化α,β-不饱和酰胺γ顺式C(sp3)-H键的选择性激活及转化研究,国家自然科学基金青年项目,2014.01-2016.12项目负责人

2)生物活性天然产物关键共性骨架导向的异腈参与的新型串联反应模式研究,国家自然科学基金应急管理项目,2017.01-2017.12,项目负责人。

3)基于一种新型串联反应策略高效快速构建系列生物活性天然产物关键共性骨架的研究,浙江省自然科学基金面上项目,2017.01-2019.12,项目负责人。

4)半合成头孢菌素核心中间体绿色合成技术研究及示范,浙江省科技厅公益技术应用研究项目,2012.01-2014.12,项目负责人。

5)铜催化腈基毗邻Csp3-H键的激活及转化为C-C键的研究,浙江省自然科学基金一般项目,2010.01-2011.12,项目负责人。

6)新型高效脱氧核苷3’位脱氧技术研究,杭州市科委社会发展项目,2019.01-2021.12,项目负责人。

7)新型生物检测与疾病诊断关键共性技术——磁标记检测技术的开发及示范,杭州市科技局科研院所专项项目,2009.01-2011.06,项目负责人。

授权专利

解春松,韩德宇,刘金华,谢恬。一种N-芳基-1,3-噁唑烷-2-酮类化合物的合成方法,中国发明专利,ZL200910154366.3。

奖励荣誉

12023年度智造创新强市先进个人(中共嘉兴市委、嘉兴市人民政府)。

2)“纺织之光”2023年度中国纺织工业联合会纺织高等教育教学成果奖,二等奖,中国纺织工业联合会,排名7/8。(两次)


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