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杏吧视频
刘妙昌
高级实验师,硕士生导师
实验中心
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  • 杏吧视频
    • · 过渡金属催化硼试剂、单质硒参与的有机合成反应方法学研究

个人简介

个人简介

刘妙昌,汉族,浙江苍南人,杏吧视频 教工实验中心党支部书记(温州市优秀党务工作者),温州大学“瓯江特聘教授”。1997~2001 年就读于温州师范学院,获理学学士学位,毕业留校任教。2008年6月获温州大学有机化学硕士研究生学位,并于2009年破格晋升高级实验师。曾主持国家自然科学基金面上项目1项;浙江省自然科学基及科技计划项目3项;获浙江省科学技术奖3项。2010年入选温州市“新世纪551”第二层次人才,2011年入选浙江省“新世纪151”第三层次人才,2012年被遴选为温州大学硕士生导师。现主要研究方向为过渡金属催化硼试剂、单质硒参与的有机合成反应方法学研究

 

代表论文

 

39. Wei Chen, Wanzhi Chen,* Miaochang Liu,* and Huayue Wu. Construction of Heterobiaryl Skeletons through Pd-Catalyzed Cross[1]Coupling of Nitroarenes and Heterocyclic Arylborononate Esters with a Sterically Demanding NHC Ligand. Org. Lett. 2022, 24, 6983−6987.

38. Yang-Tong Ma, Chao Lin, Xiao-Bo Huang, Miao-Chang Liu, * Yun-Bing Zhou * and Hua-Yue Wu. An (NH4)2S2O8-promoted cross-coupling of thiols/diselenides and sulfoxides for the synthesis of unsymmetrical disulfides/ selenosulfides. Chem. Commun., 2022, 58, 65506553.

37. Hong Zhang, Shu-Sheng Di, Xiao-Bo Huang, Yun-Bing Zhou,* Miao-Chang Liu,* and Hua-Yue Wu. Direct dilithiation of N-aryl heterocycles for the construction of condensed N-heterocycles. Org. Chem. Front. 2022, 9, 2659–2663.

36. Xiao-Yang Wu, Wen-Xia Gao, Yun-Bing Zhou,* Miao-Chang Liu,* and Hua-Yue Wu. Tris(pentafluorophenyl)borane-Catalyzed Oxygen Insertion Reaction of α-Diazoesters (α-Diazoamides) with Dimethyl Sulfoxide. Adv. Synth. Catal. 2022, 364, 750-754.

35. Wei-Hang Miao, Wen-Xia Gao, Xiao-Bo Huang, Miao-Chang Liu,* Yun-Bing Zhou,* and Hua-Yue Wu. Cascade Ring-Opening Dual Halogenation of Cyclopropenones with Saturated Oxygen Heterocycles. Org. Lett. 2021, 23, 9425−9430. 

34. Yang-Tong Ma, Miao-Chang Liu,* Yun-Bing Zhou,* and Hua-Yue Wu. Synthesis of Organoselenium Compounds with Elemental Selenium. Adv. Synth. Catal. 2021, 363, 5386-5406.

33. Jin-Cheng Li, Wen-Xia Gao, Miao-Chang Liu,* Yun-Bing Zhou,* and Hua-Yue Wu. α‑Selective C(sp3 )−H Thio/Selenocyanation of Ketones with Elemental Chalcogen. J. Org. Chem. 2021, 86, 17294−17306.

32. Ya-Heng Zhao, Jian-Long Wang, Yun-Bing Zhou,* Miao-Chang Liu * and Hua-Yue Wu. Palladium-catalyzed coupling reaction of 2-iodobiphenyls with alkenyl bromides for the construction of 9-(diorganomethylidene) fluorenes. Org. Biomol. Chem., 2021, 19, 8250–8253.

31. Jian Wu, Wen-Xia Gao, Xiao-Bo Huang, Yun-Bing Zhou,* Miao-Chang Liu * and Hua-Yue Wu. Cobalt-catalyzed selective hydroacylation of alkynes. Org. Chem. Front., 2020, 8, 6048-6052.

30. Pingshun Zhang, Linjie Yang, Wanzhi Chen,* Miaochang Liu,* and Huayue Wu. Synthesis of [1,4]Thiazino[4,3 a]indol-10-one Derivatives through Radical Anti Aza-Michael Addition of 2′-Aminochalcones. Org. Lett. 2021, 23, 6094−6098.

29. Jian Wu, Wen-Xia Gao, Xiao-Bo Huang, Yun-Bing Zhou,* Miao-Chang Liu,* and Hua-Yue Wu. Selective [3 + 2] Cycloaddition of Cyclopropenone Derivatives and Elemental Chalcogens. Org. Lett. 2020, 22, 5555−5560.

28. Guo-Qing Jin, Wen-Xia Gao, Yun-Bing Zhou,* Miao-Chang Liu, * and Hua-Yue Wu. Efficient synthesis of 2-aryl-2H-indazoles by base-catalyzed benzyl C–H deprotonation and cyclization. Chem. Commun., 2020, 56, 14617—14620.

27. Ye-Fei Yang, Chen-Yuan Li, Tao Leng, Xiao-Bo Huang, Wen-Xia Gao, Yun-Bing Zhou,* Miao-Chang Liu,* and Hua-Yue Wu. Cu-Catalyzed Radical Selenylation of Olefin: A Direct Access to Vinyl Selenides. Adv. Synth. Catal. 2020, 362, 2168– 2172.

26. Xue Zhang, Xiao-Bo Huang, Wen-Xia Gao, Yun-Bing Zhou,* Miao-Chang Liu,* and Hua-Yue Wu. Ag-Catalyzed Cyclization of Arylboronic Acids with Elemental Selenium for the Synthesis of Selenaheterocycles. Adv. Synth. Catal. 2020, 362, 5639– 5644.

25. Xue Zhang, Xiao-Bo Huang, Yun-Bing Zhou,* Miao-Chang Liu,* and Hua-Yue Wu. Metal-Free Synthesis of Aryl Selenocyanates and Selenaheterocycles with Elemental Selenium. Chem. Eur. J. 2021, 27, 944 – 948.

24. Ye-Fei Yang, Xiao-Bo Huang, Wen-Xia Gao, Yun-Bing Zhou,* Miao-Chang Liu * and Hua-Yue Wu. Ag2O-promoted ring-opening reactions of cyclopropenones with oximes. Org. Biomol. Chem., 2020, 18, 5822–5825.

23. Jian Wu, Ye-Fei Yang, Xiao-Bo Huang, Wen-Xia Gao, Yun-Bing Zhou,* Miao-Chang Liu,* and Hua-Yue Wu. Three-Component Reactions of Alkynone o Methyloximes, Element Selenium, and Boronic Acids Leading to 4 Organoselenylisoxazoles. ACS Omega 2020, 5, 23358−23363.

22. Hong-Chen Li, Wen-Xia Gao, Xiao-Bo Huang, Yun-Bing Zhou, Miao-Chang Liu,* and Hua-Yue Wua. Cu(I)/KOH-Promoted Condensation between o-Arylenediamines and Nitroarenes to Access 2-Aryl-2H-Benzotriazoles. Adv. Synth. Catal. 2020, 362, 2847– 2851.

21. Guo-Qing Jin, Wen-Xia Gao, Yun-Bing Zhou,* Miao-Chang Liu * and Hua-Yue Wu. Synthesis of selenated isochromenones by AgNO3 catalyzed three-component reaction of alkynylaryl esters, selenium powder and ArB(OH)2. RSC Adv., 2020, 10, 30439–30442.

20. Kang Bi, Yue-Ming Cai, Yun-Bing Zhou, Junyue Lin,* Miao-Chang Liu.* Metal-free tetrahydrofuranylation of alcohols with tertbutyl nitrite. Tetrahedron Lett., 2020, 61, 152251-152253.

19. Miao-Chang Liu,* Wei Liu, Hua-Yue Wu, Yun-Bing Zhou, Qiuping Ding* and Yiyuan Peng. Transition-metal-free synthesis of CMe2CF3-containing chroman-4-ones via decarboxylative trifluoroalkylation. Org. Chem. Front., 2020, 7, 487–491.

18. Yue-Ming Cai, Yu-Ting Xu, Xin Zhang, Wen-Xia Gao, Xiao-Bo Huang, Yun-Bing Zhou,* Miao-Chang Liu,* and Hua-Yue Wu. Photoinduced Hydroxylation of Organic Halides under Mild Conditions. Org. Lett., 2019, 21, 8479−8484.

17. Cui An, Chen-Yuan Li, Xiao-Bo Huang, Wen-Xia Gao, Yun-Bing Zhou,* Miao-Chang Liu,* and Hua-Yue Wu. Selenium Radical Mediated Cascade Cyclization: Concise Synthesis of Selenated Benzofurans (Benzothiophenes). Org. Lett., 2019, 21, 6710−6714.

16. Yu-Ting Xu, Chen-Yuan Li, Xiao-Bo Huang, Wen-Xia Gao, Yun-Bing Zhou,* Miao-Chang Liu,* and Hua-Yue Wu. Photoinduced hydroxylation of arylboronic acids with molecular oxygen under photocatalyst-free conditions. Green Chem., 2019, 21, 4971-475.

15. Yue-Ming Cai, Xin Zhang, Cui An, Ye-Fei Yang, Wei Liu, Wen-Xia Gao, Xiao-Bo Huang, Yun-Bing Zhou,* Miao-Chang Liu* and Hua-Yue Wu. Catalyst-free oxidative N–N coupling for the synthesis of 1,2,3-triazole compounds with tBuONO. Org. Chem. Front., 2019, 6, 1481-1484.

14. Xin Zhang, Ge Wu*, Wenxia Gao, Jinchang Ding, Xiaobo Huang, Miaochang Liu*, Huayue Wu. Synergistic Photo-Copper-Catalyzed Hydroxylation of (Hetero)aryl Halides with Molecular Oxygen, Org. Lett., 2018, 20, 708-711.

13. Hongchen Li, Cui An, Ge Wu, Guoxing Li, Xiaobo Huang, Wenxia Gao, Jinchang Ding, Yunbing Zhou*, Miaochang Liu*, Huayue Wu. Transition-Metal-Free Highly Chemoselective and Stereoselective Reduction with Se/DMF/H2O System. Org. Lett., 2018, 20, 5573−5577.

12. Tao Leng, Ge Wu*, Yun-Bing Zhou, Wenxia Gao, Jinchang Ding, Xiaobo Huang, Miaochang Liu*, and Huayue Wu. Silver-Catalyzed One-Pot Three-Component Selective Synthesis of b-Hydroxy Selenides. Adv. Synth. Catal., 2018, 360, 4336-4340.

11. Feifei Wu, Wei Zhou, Kai Chen, Wanzhi Chen*, Miaochang Liu*, and Huayue Wu. Copper Mediated Three-Component Reactions of Alkynes, Azides, and Propargylic Carbonates: Synthesis of 5-Allenyl-1,2,3-Triazoles. Adv. Synth. Catal., 2018, 360, 2435-2439.

10. Feifei Wu, Min Zhang, Wei Zhou, Wanzhi Chen*, Miaochang Liu*, and Huayue Wu. Copper(I)-Catalyzed N−O Bond Formation through Vinyl Nitrene Mediated Pathway under Mild Conditions. J. Org. Chem., 2018, 83, 5999−6005.

9. Wei Liu, Ge Wu,* Wenxia Gao, Jinchang Ding, Xiaobo Huang, Miaochang Liu* and Huayue Wu. Palladium-catalyzed oxidative CvC bond cleavage with molecular oxygen: one-pot synthesis of quinazolinones from 2-amino benzamides and alkenes. Org. Chem. Front., 2018, 5, 2734–2738.

8. Bo Zhang, Bin Liu, Jianbin Chen, Jiehui Wang, Miaochang Liu*. I2-mediated C3-formylation of indoles by tertiary amine and H2O. Tetrahedron Lett., 2014, 55, 5618–5621.

7. Miaochang Liu, Shaomiao Lin, Jinchang Ding, Wenxia Gao, Huayue Wu, Jiuxi Chen*. Decarboxylation of isatoic anhydrides with disulfides: an efficient and general synthesis of S-aryl 2-aminobenzothioate derivatives. Tetrahedron, 2013, 69, 2283-2288.

6. Xingyong Wang, Xiaodong Wang, MiaoChang Liu*, Jinchang Ding, Jiuxi Chen*, Huayue Wu. Palladium-?catalyzed reaction of arylboronic acids with aliphatic nitriles: synthesis of alkyl aryl ketones and 2-?arylbenzofurans. Synthesis, 2013, 45(16), 2241-2244.

5. Fujun Duan, Jinchang Ding, Hongjuan Deng, Dingben Chen, Jiuxi Chen, MiaoChang Liu*, Huayue Wu. An approach to the Paal–Knorr pyrroles synthesis in the presence of β-cyclodextrin in aqueous media. Chin. Chem. Lett., 2013, 24, 793–796.

4. Xingyong Wang, Qingzong Wang, Jiuxi Chen, MiaoChang Liu*, Jinchang Ding, Huayue Wu. Palladium-catalysed addition of potassium phenyltrifluoroborate to dinitriles: synthesis of diketone compounds. J. Chem. Res., 2013, 470-472.

3. Chuanli Shi, Jinchang Ding, Jun Jiang, Jiuxi Chen, Huayue Wu and MiaoChang Liu*. Ligand-free palladium-catalysed oxidative Heck reaction of 4-vinylpyridine with arylboronic acids: selective synthesis of (E)-4-styrylpyridines. J. Chem. Res., 2012, 322-325.

2. Changduo Pan, Jiang Cheng, Huayue Wu, Jinchang Ding, MiaoChang Liu*. Cu(OAc)2-Catalyzed N-Arylation of Sulfonamides with Boronic Acids and Trimethoxy(phenyl)silane. Synthetic Commun., 2009, 2082-2092.

1. Changduo Pan, Fang Luo, Wenhui Wang, Zhishi Ye, MiaoChang Liu*. Iron-catalysed Sonogashira reactions, J. Chem. Res., 2009, 478-481.

 

授权专利

10. 刘妙昌,徐雨婷,李鸿辰,闵林,高超,高文霞,黄小波,吴华悦,李国兴,吴祥庭,“3-吲哚硒基醇类有机化合物的合成方法,专利申请号: CN201810023791.8

9. 刘妙昌,杨烨翡,赵世宝,冷涛,黄小波,高文霞,吴华悦,二苯基二硒醚类化合物的制备方法,专利申请号:CN201810082883.3

8. 刘妙昌,张鑫,赵世宝,徐雨婷,杨烨翡,安翠,吴华悦,一种苯酚化合物及制备方法,专利申请号:CN201711298764.3

7. 刘妙昌,冷涛,杨航,黄小波,高文霞,吴华悦,一种β-羟基苯基硒醚化合物的制备方法,专利申请号:CN201710711250.X

6. 刘妙昌,刘玮,张鑫,高文霞,黄小波,吴华悦,“1,2,3-苯并噻二唑类化合物的合成方法,专利申请号:CN201710683657.6

5. 刘妙昌,刘玮,张鑫,钱乐斌,黄小波,高文霞,吴华悦,“6-苄基菲啶类化合物的合成方法,专利申请号:CN201710627528.5

4. 刘妙昌,高超,高文霞,陈久喜,黄小波,吴华悦,一种2 苯硒基苯并噻唑化合物的合成方法,中国发明专利:ZL201610950930.2

3. 刘妙昌,陈久喜,骆栋平,高文霞,黄小波,吴华悦,一种3-芳硒基吲哚化合物的合成方法,中国发明专利:ZL201410727639.X

2. 刘妙昌,陈久喜,吴华悦,严绍熙,高文霞,黄小波,一种2-芳基苯并噻唑化合物的合成方法, 中国发明专利:ZL201410048357.7

1. 刘妙昌,陈久喜,吴华悦,高文霞,一种邻氯苯甲酸氯代正丁酯的化学合成方法,中国发明专利:ZL201010605961.7

 

学术获奖及荣誉

1. 2020年获浙江省自然科学奖三等奖《过渡金属卡宾催化剂合成及碳-碳(杂)偶联反应的研究》(排名第三);2. 2010年获浙江省科学技术奖三等奖《含氮杂环及β-羟基类化合物的绿色合成研究》(排名第二); 3. 2009年获浙江省科学技术奖三等奖《绿色化学技术及金属试剂在有机合成中的应用研究》(排名第五); 4. 2010年入选温州市“新世纪551人才工程”第二层次; 5. 2011年入选浙江省“151人才工程”第三层。