徐显秀

职称：

教授

专业：

有机化学

博（硕）导：

博硕士研究生导师

最终学历：

博士

联系电话：

18006400831

电子邮件：

xuxx677@sdnu.edu.cn

简历及研究领域

个人简介：

教育经历：

2002/9–2006/7，吉林大学，有机合成，博士

1999/9–2002/7，东北师范大学，有机合成，硕士

1995/9–1999/7，东北师范大学，化学教育，学士

科研与学术工作经历：

2016/10-至今，山东师范大学，化学化工与材料科学37000cm威尼斯，教授，博士生导师

2011/1-2016/9，东北师范大学，化学37000cm威尼斯，副教授、博士生导师

2001/7-2010/12，东北师范大学，化学37000cm威尼斯，助教、讲师

2011/8-2012/7，南洋理工大学，博士后，合作导师：钟国富和Cheol-Min Park教授

研究领域：

我们从事有机合成方法学研究，以探索官能化异腈的新化学反应为中心，致力于新的手性催化剂的设计与开发，并应用所发展的新反应创建天然产物及功能分子的合成新方法。以第一或通讯作者在J.Am.Chem.Soc. (1篇), Angew.Chem.Int.Ed. (5篇), Chem.Rev. (1篇)等国际知名杂志上发表文章60多篇。论文单篇他引过百。

代表性论文

63. Jin Wang#, Zhaoyang Li#, Shengxin Bai, Qinghua Zhou, Tengteng Wu, Zhongyan Hu*, Xianxiu Xu*. [4 + 3] Cycloaddition of ketenimines with furocarbenoids: Divergent and efficient synthesis of fused cycloheptatriene and tropone scaffolds. Chin. Chem. Lett., 2023, 34, 107823–107827.

62. Xiaoyu Guo¹, Jinhuan Dong¹, Yunjie Zhu, Lan Bao, Zhongyan Hu*, Xianxiu Xu*. Copper-catalyzed chemoselective heterocyclization of two isocyanides: facile access to pyrroloazepinone derivatives. Chin. Chem. Lett., 2023, 34, 107608–107611.

61. Haitao Liu, Mengying Jia, Shaoguang Sun* and Xianxiu Xu*. Access to 2-thio/selenoquinolines via domino reaction of isocyanides with sulfur and selenium in water. Chem. Commun., 2023, 59, 14595−14598.

60. Lan Bao, Min Li, Lianshun Zhang, Yating Xue, Jinhuan Dong,* and Xianxiu Xu*. Isocyanide Heterodimerization-Triggered Three-Component Reaction: Diversity-Oriented Synthesis of Quinoxalines. Org. Lett., 2023, 25, 2366−2371.

59. Jinhuan Dong,§ Junlin Hu,§ Xiaoli Liu, Shaoguang Sun,* Lan Bao, Mengying Jia,* and Xianxiu Xu*. Ionic Reactivity of 2-Isocyanoaryl Thioethers: Access to 2-Halo and 2-Aminobenzothia/Selenazoles. J. Org. Chem., 2022, 87, 2845−2852.

58. Jin Wang,*‡ Haitao Liu,‡ Yaohui Liu, Wanting Hao, Yingqi Yang, Yanan Sun and Xianxiu Xu*. Catalyst-free aerobic radical cascade reactions of o-vinylphenylisocyanides with thiols to access 2-thio-substituted quinolones. Org. Chem. Front., 2022, 9, 6484-6489.

57. Lei Wang, Zitong Huang, Xiaoyu Guo, Jian Liu, Jinhuan Dong* and Xianxiu Xu*. Diastereodivergent synthesis of chromeno[2,3-b]chromenes by tuning all of the reactivity centers of isocyanoacetate. Chem. Commun., 2022, 58, 6433-6436.

56. Lan Bao, Yu Liu, Jinghan Peng, Yuan Wang, Jinhuan Dong,* and Xianxiu Xu.* Chemoselective Trimerization of Isocyanides: De Novo Synthesis of 2‑Indole-Substituted   Quinolines and Pyridines. Org. Lett., 2022, 24, 105–109.

55. Xin Wang, Jinhuan Dong, Tengteng Wu, Xianxiu Xu,* and Bo Tang.* Divergent Synthesis of Chromenoindoles and Spiroindolines via Domino Reaction of Indolyl-Substituted Isocyanides with Quinone Esters. Org. Lett., 2022, 24, 6700–6704.

54. Jinhuan Dong, Mengying Jia, Xianxiu Xu*. Aryl groups, supplement of amino protecting group chemistry!. Chin. Chem. Lett., 2021, 32, 1831–1833.

53. Jinhuan Dong,‡ Lei Wang,‡ Haoyue Li, Xinrong Leng, Xiaoyu Guo, Zhongyan Hu,* Xianxiu Xu*. Self-cyclization vs dimerization of o-alkenyl arylisocyanides: Chemodivergent synthesis of quinolines and pyrrolo-fused diindoles. Org. Chem. Front., 2021, 8, 2595–2600.

52. Jinhuan Dong,‡ Wanzhong Feng,‡ Lei Wang, Mei Li, Zhe Chen,* and Xianxiu Xu.* Cu/Base Co-catalyzed [3 + 3] Cycloaddition for the Synthesis of Highly Functionalized 4-Fluoropyridines. Chem. Commun., 2021, 57, 12635–12638.

51. Xin Wang,† Jinhuan Dong,† Xianxiu Xu,* and Bo Tang.* Dinucleophilic Reactivity of Isocyanoacetate: Base-Catalyzed One-Pot Access to 4‑Azafluorenes and 4‑Azafluorenones. Org. Lett., 2021, 23, 9063−9067.

50. Ling-Juan Zhang,+ Wenhui Yang,+ Zhongyan Hu, Xian-Ming Zhang, * and Xianxiu Xu*. Tandem Access to Acridones and their Fused Derivatives: [1+2+3] Annulation of Isocyanides with Unsaturated Carbonyls. Adv. Synth. Catal., 2020, 362, 2379–2384.

49. Zhongyan Hu, Yang Men, Zihao Xu, Tengteng Wu, Xianxiu Xu* and Bo Tang*. A catalyst-free aqueous mediated multicomponent reaction of isocyanide: expeditious synthesis of polyfunctionalized cyclo[b]fused mono-, di- and tricarbazoles. Org. Chem. Front., 2020, 7, 3720–3726.

48. Zhongyan Hu,‡ Mingyue Zhang,‡ Qinghua Zhou, Xianxiu Xu* and Bo Tang*. Domino synthesis of fully substituted pyridines by silver-catalyzed chemoselective hetero-dimerization of isocyanides. Org. Chem. Front., 2020, 7, 507–512.

47. Zhongyan Hu, Lingjuan Zhang,* Juanjuan Li, Wenhui Yang, Qianwen Wei, and Xianxiu Xu*. Silver-Catalyzed  Nucleophilic  Addition  of β-Dicarbonyls  to  Isocyano  Group: Facile Access to Indolin-3-ol Derivatives. J. Org. Chem., 2019, 84, 1563−1569.

46. Jinhuan Dong, Xin Wang, Hui Shi, Lei Wang, Zhongyan Hu,* Yifei Li, and Xianxiu Xu*. Tandem Cyclization–Annulation of α-Acidic Isocyanides with 2-Methyleneaminochacones: Synthesis of Pyrrolo[2,3-c]quinoline Derivatives. Adv. Synth. Catal., 2019, 361, 863–867.

45. Jinhuan Dong, Dawei Zhang,* Yang Men, Xueming Zhang, Zhongyan Hu, and Xianxiu Xu*. [1 + 2 + 3] Annulation as a General Access to Indolo[3,2-b]carbazoles: Synthesis of Malasseziazole C. Org. Lett., 2019, 21, 166−169.

44. Wei Yang,* Jingyi Wang, He Wang, Lei Li, Yuekai Guan, Xianxiu Xu* and Dayu Yu*. Rhodium(III)-catalyzed three-component cascade synthesis of 6H-benzo[c]chroenes through C−H activation. Org. Biomol. Chem., 2018, 16, 6865-6869.

43. Chengjie Feng, Yifei Li,* Qi Xu, Ling Pan, Qun Liu, and Xianxiu Xu*. Triple Nucleophilic Attack of Nitromethane on (2-Iminoaryl)divinyl Ketones: A Domino Synthetic Strategy for Hexahydrophenanthridinones. J. Org. Chem., 2018, 83, 1232−1240.

42. Jinxiong Cai, Zhongyan Hu,* Yifei Li, Jun Liu, and Xianxiu Xu*. Synthesis and Reactivity of o-Enoyl Arylisocyanides: Access to Phenanthridine-8-Carboxylate Derivatives. Adv. Synth. Catal., 2018, 360, 3595–3600.

41. Lan Bao, Jinglin Liu, * Liang Xu, Zhongyan Hu, and Xianxiu Xu*. Divergent Synthesis of Quinoline Derivatives via [5+1] Annulation of 2-Isocyanochalcones with Nitroalkanes. Adv. Synth. Catal., 2018, 360, 1870–1875.

40. Lingjuan Zhang, Juanjuan Li, Zhongyan Hu, Jinhuan Dong,* XianMing Zhang, and Xianxiu Xu*. Silver-Catalyzed Isocyanide Insertion into N-H Bond of Ammonia: [5+1] Annulation to Quinazoline Derivatives. Adv. Synth. Catal., 2018, 360, 1938–1942.

39. Yang Men, Zhongyan Hu, Jinhuan Dong, Xianxiu Xu,* and Bo Tang*. Formal [1 + 2 + 3] Annulation: Domino Access to Carbazoles and Indolocarbazole Alkaloids. Org. Lett., 2018, 20, 5348−5352.

38. Jinhuan Dong,† Lan Bao,† Zhongyan Hu, Shenghua Ma, Xinyi Zhou, Mengru Hao, Ni Li, and Xianxiu Xu*. Anion Relay Enabled [3 + 3]-Annulation of Active Methylene Isocyanides and Ene-Yne-Ketones. Org. Lett., 2018, 20, 1244−1247.

37. Zhongyan Hu, Jinhuan Dong, Zhaoyang Li, Bo Yuan, Ruyue Wei, and Xianxiu Xu*. Metal-Free Triple Annulation of Ene−Yne−Ketones with Isocyanides: Domino Access to Furan-Fused Heterocycles via Furoketenimine. Org. Lett., 2018, 20, 6750−6754.

36. Zhongyan Hu, Jinhuan Dong, and Xianxiu Xu*. Silver-Catalyzed [3+2] Cycloaddition of Azomethine Ylides with Isocyanides for Imidazole Synthesis. Adv. Synth. Catal., 2017, 359, 3585–3591.

35. Zhongyan Hu, Jinhuan Dong, Yang Men, Yifei Li and Xianxiu Xu*. Organocatalyzed aerobic oxidative Robinson-type annulation of 2-isocyanoch-alcones: expedient synthesis of phenanthridines. Chem. Commun., 2017, 53, 1739-1742.

34. Xue Zhang,‡ Xin Wang,‡ Yuelei Gao and Xianxiu Xu*. Silver-catalyzed formal [3+2]-cycloaddition of a-trifluoromethylated methyl isocyanides: a facile stereoselective synthesis of CF3-substituted heterocycles. Chem. Commun., 2017, 53, 2427-2430.

33. Yang Men, Jinhuan Dong,* Shan Wang, and Xianxiu Xu*. Bicyclization of Azomethine Ylide: Access to Highly Functionalized 3H-Pyrrolo[2,3-c]quinolones. Org. Lett., 2017, 19, 6712−6715.

32. Zhichen Lin, Zhongyan Hu, Xin Zhang, Jinhuan Dong, Jian-Biao Liu,* De-Zhan Chen, and Xianxiu Xu*. Tandem Synthesis of Pyrrolo[2,3-b]quinolones via Cadogen-Type Reaction. Org. Lett., 2017, 19, 5284−5287.

31. Yuelei Gao, Zhongyan Hu, Jinhuan Dong, Jun Liu, and Xianxiu Xu*. Chemoselective Double Annulation of Two Difffferent Isocyanides: Rapid Access to Triflfluoromethylated Indole-Fused Heterocycles. Org. Lett., 2017, 19, 5292−5295.

30. Wei Yang,^∥ Jinhuan Dong,^∥ Jingyi Wang, and Xianxiu Xu*. Rh(III)-Catalyzed Diastereoselective Annulation of Amides with Quinone Monoacetals : Access to Bridged Nine-Membered Heterocycles via C−H Activation. Org. Lett., 2017, 19, 616−619.

29. Zhongyan Hu, Jinhuan Dong, Yang Men, Zhichen Lin, Jinxiong Cai, and Xianxiu Xu*. Silver-Catalyzed Chemoselective [4+2] Annulation of Two Isocyanides: A General Route to Pyridone-Fused Carbo- and Heterocycles. Angew. Chem. Int. Ed., 2017, 56, 1805–1809.

28. Lingjuan Zhang, Xueming Zhang, Zhengchang Lu, Dawei Zhang *, Xianxiu Xu*. Accessing benzo[f]indole-4,9-diones via a ring expansion strategy: silver-catalyzed tandem reaction of tosylmethyl isocyanide (TosMIC) with 2-methyleneindene-1,3-diones. Tetrahedron, 2016, 72, 7926-7930.

27. Wei Yang, Jingyi Wang, Zhonglin Wei, Qian Zhang, and Xianxiu Xu*. Kinetic Control of Rh(III)-Catalyzed Annulation of C−H Bonds with Quinones: Chemoselective Synthesis of Hydrophenanthridinones and Phenanthridinones. J. Org. Chem., 2016, 81, 1675−1680.

26. Yifei Li,* Chengjie Feng, Hui Shi, and Xianxiu Xu*. Diastereoselective Synthesis of 3,4-Benzomorphan Derivatives via Tandem [5+1]/Hemiaminalization of (2-Aminoaryl)divinyl Ketones. Org. Lett., 2016, 18, 324−327.

25. Zhongyan Hu, Haiyan Yuan, Yang Men, Qun Liu,* Jingping Zhang,* and Xianxiu Xu*. Cross-Cycloaddition of Two Different Isocyanides: Chemoselective Heterodimerization and [3+2]-Cyclization of 1,4-Diazabutatriene. Angew. Chem. Int. Ed., 2016, 55, 7077–7080.

24. Wei Yang, Shan Wang, Qian Zhang, Qun Liu and Xianxiu Xu*. Rh(III)-catalyzed oxidative C−H bond arylation with hydroquinones: sustainable synthesis of dibenzo[b,d]pyran-6-ones and benzo [d] naphtho[1,2-b]pyran-6-ones. Chem. Commun., 2015, 51, 661-664.

23. Xue Zhang, Chengjie Feng, Tao Jiang,* Yifei Li, Ling Pan, and Xianxiu Xu*. Expedient and Divergent Tandem One-Pot Synthesis of Benz[e]indole and Spiro [indene-1,3′-pyrrole] Derivatives from Alkyne-Tethered Chalcones/Cinnamates and TosMIC. Org. Lett., 2015, 17, 3576−3579.

22. Yifei Li, Xianxiu Xu,* Hui Shi, Ling Pan, and Qun Liu*. Bicyclization of Isocyanides with Alkenoyl Bis(ketene dithioacetals): Access to 6,7-Dihydro-1H-indol-4(5H)-ones. J. Org. Chem., 2014, 79, 5929−5933.

21. Zhongyan Hu, Yifei Li, Ling Pan, and Xianxiu Xu*. Direct Synthesis of Pyrrolo[3,4-c]quinolines from the Domino Reaction of Tosylmethyl Isocyanides and Aminochalcones. Adv. Synth. Catal., 2014, 356, 2974–2978.

20. Xiao Liu, Lingjuan Zhang, Xianxiu Xu,* Shan Wang, Ling Pan, Qian Zhang and Qun Liu*. Aerobic copper-catalyzed oxidative [6C+1C] annulation: an efficient route to seven-membered carbocycles. Chem. Commun., 2014, 50, 8764-8767.

19. Xue Zhang, Yifei Li, Hui Shi, Lunan Zhang, Shanshan Zhang, Xianxiu Xu* and Qun Liu*. Rhodium(III)-catalyzed intramolecular amidoarylation and hydroarylation of alkyne via C–H activation: switchable synthesis of 3,4-fused tricyclic indoles and chromans. Chem. Commun., 2014, 50, 7306-7309.

18. Wei Yang, Jiaqiong Sun, Xianxiu Xu,* Qian Zhang* and Qun Liu. Hydroxyamination of aryl C–H bonds with N-hydroxycarbamate by synergistic Rh/Cu catalysis at room temperature. Chem. Commun., 2014, 50, 4420—4422.

17. Juan Du, Xianxiu Xu,* Yifei Li, Ling Pan, and Qun Liu*. [3 + 3]-Cycloaddition Reactions of α-Acidic Isocyanides with1,3-Dipolar Azomethine Imines. Org. Lett., 2014, 16, 4004−4007.

16. Lingjuan Zhang, Xianxiu Xu,* Qiu-rong Shao, Ling Pan and Qun Liu*. Tandem Michael addition/isocyanide insertion into the C–C bond: a novel access to 2-acylpyrroles and medium-ring fused pyrroles. Org. Biomol. Chem., 2013, 11, 7393-7399.

15. Xianxiu Xu, Ling Pan,* Qian Zhang and Qun Liu*. Effcient synthesis of triflfluoromethylated cyclopentadienes/fulvenes /or bornenes from divinyl ketones. Org.Biomol.Chem., 2013, 11, 6703–6706.

13. Xianxiu Xu, Lingjuan Zhang, Xiqing Liu, Ling Pan,* and Qun Liu*. Facile [7C+1C] Annulation as an Efficient Route to Tricyclic Indolizidine Alkaloids. Angew. Chem. Int. Ed., 2013, 52, 9271–9274.

12. Yifei Li, Xianxiu Xu,* Chunyu Xia, Ling Pan, and Qun Liu*. Dithiolane-Directed Tandem Oxidation/1,2-Benzyl Migration of Tetramic Acids under Ambient Conditions. Adv. Synth. Catal., 2012, 354, 1712–1716.

11. Yifei Li, Xianxiu Xu,* Chunyu Xia, Lingjuan Zhang, Ling Pan and Qun Liu*. Double nucleophilic attack on isocyanide carbon: a synthetic strategy for 7-aza-tetrahydroindolesw. Chem. Commun., 2012, 48, 12228–12230.

10. Xianxiu Xu, Yu Liu, and Cheol-Min Park*. Rhodium(III)-Catalyzed Intramolecular Annulation through C-H Activation : Total Synthesis of (±)-Antofine,(±)-Septicine,(±)-Tylophorine, and Rosettacin. Angew. Chem. Int. Ed., 2012, 51, 9372–9376.

9. Lingjuan Zhang, Xianxiu Xu,* Wenming Xia and Qun Liu*. Bicyclization of Isocyanides: A Synthetic Strategy for Fused Pyrroles. Adv. Synth. Catal., 2011, 353, 2619– 2623.

8. Xianxiu Xu,* Yifei Li, Yu Zhang, Lingjuan Zhang, Ling Pan, and Qun Liu*. Direct Synthesis of 6-Azabicyclo[3.2.1]oct-6-en-2-ones and Pyrrolizidines from Divinyl Ketones and Observation of Remarkable Substituent Effects. Adv. Synth. Catal., 2011, 353, 1218– 1222.

7. Yifei Li, Xianxiu Xu,* Jing Tan, Chunyu Xia, Dawei Zhang, and Qun Liu*. Double Isocyanide Cyclization: A Synthetic Strategy for Two-Carbon-Tethered Pyrrole/Oxazole Pairs. J. Am. Chem. Soc., 2011, 133, 1775–1777.

6. Jinglin Liu, Xianxiu Xu*, Dongwei Li, Lei Zhang, Kun Zhang, Qun Liu*. Efficient synthesis of highly functionalized vinylogous thiol esters. Tetrahedron Lett., 2010, 51, 6918–6920.

5. Dawei Zhang, Xianxiu Xu,* Jing Tan, Qun Liu*. Direct Stereoselective Synthesis of 1-Amino-2,5-diarylcyclohexanecarboxylic Acid Derivatives Based on a [5+1] Annulation of Divinyl Ketone and Isocyanoacetate. Synlett., 2010, 6, 917–920

4. Lingjuan Zhang, Xianxiu Xu,* Jing Tan, Ling Pan, Wenming Xia and Qun Liu*. Tandem Michael addition/intramolecular isocyanide [3 + 2] cycloaddition: highly diastereoselective one pot synthesis of fused oxazolines. Chem. Commun., 2010, 46, 3357–3359.

3. Yifei Li, Xianxiu Xu,* Jing Tan, Peiqiu Liao, Jingping Zhang, and Qun Liu*. Polarity-Reversible Conjugate Addition Tuned by Remote Electronic Effects. Org. Lett., 2010, 12, 244-247.

2. Jing Tan, Xianxiu Xu,* Lingjuan Zhang, Yifei Li, and Qun Liu*. Tandem Double-Michael-Addition/Cyclization/Acyl Migration of 1,4-Dien-3-ones and Ethyl Isocyanoacetate: Stereoselective Synthesis of Pyrrolizidines. Angew. Chem. Int. Ed., 2009, 48, 2868–2872.

1. Dongwei Li, Xianxiu Xu,* Qun Liu,* Song Dong. [5C + 1C/N/S/Se] Annulations of α-Alkenoyl-α-carbamoylketene Dithioacetals: A Facile and Convenient Synthesis of Salicylamide, Nicotinamide and Thio/Selenopyran-3-carboxamide Derivatives. Synthesis, 2008, 12, 1895–1901.

授权专利：

1.徐显秀，门阳，胡忠燕，董金环，周心怡，郝梦如，李妮. 一种多取代咔唑衍生物及其制备方法.ZL201810224653.6

2.徐显秀，王鑫，王淞，郭海洋，董金环. 一种4-氮杂芴类化合物及其制备方法和应用. ZL202110872482.X

3.徐显秀，宝兰，王源，董金环.一种喹啉联吲哚化合物及其制备方法和应用. ZL202111221086.7

4.胡忠燕,宝兰,张琬婷,徐显秀. 一种化合物及其制备方法和应用. ZL202111247668.2

5.董金环，冯万忠，朱韵洁，徐显秀. 一种4-氟代吡啶衍生物及其制备方法和应用. ZL202110443506.X

研究课题

国家自然科学基金面上项目： 甲基异腈的新型串联杂环化反应—吡咯并环的新合成策略

主持，2012/01-2015/12

国家自然科学基金面上项目： 氟烷基化甲基异腈的合成与反应研究

主持，2017/01-2020/12

国家自然科学基金面上项目： 活化烯官能化异腈的杂环化新反应及几种咔唑生物碱的高效合成

主持，2022/01-2025/12

荣誉称号

泰山学者特聘专家

2019/09

山东省自然科学二等奖（排名第一）

2019/02

山东师范大学十佳教师

2020/09