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成果及论文

Representative works:

1. Synthesis of Multifluoromethylated γ-Sultines by a Photoinduced Radical Addition–Polar Cyclization

Helian Li, Yongxin Zhang, Xiaoxiao Yang, Zhenxi Deng, Zhimin Zhu, Pan Zhou, Xinke Ouyang, Yuting Yuan, Xi Chen, Lingyue Yang, Meng Liu, Chao shu*, Angew. Chem. Int. Ed. 2023, 62, e202300159. 

2. Metal-Free Photoinduced C(sp3)–H Borylations of Alkanes

Chao Shu, Adam Noble*, Varinder K. Aggarwal*, Nature 2020, 586, 714. 

3. Synthesis of Functionalized Cyclopropanes from Carboxylic Acids via a Radical Addition-Polar Cyclization Cascade.

Chao Shu, Riccardo S. Mega, Björn J. Andreassen, Adam Noble, Varinder K. Aggarwal, * Angew. Chem. Int. Ed. 2018, 57, 15430.

4. Photoredox-Catalyzed Cyclobutane Synthesis via a Deboronative Radical Addition–Polar Cyclization Cascade.

Chao Shu, Adam Noble, Varinder K. Aggarwal*, Angew. Chem. Int. Ed. 2019, 58, 3870.

5. Photoinduced Radical Polar Crossover Cyclization Reactions.

Zhimin Zhu, Yongxin Zhang, Ziyang Li and Chao Shu,* Chem Catal. 2024, 100945.


CCNU:

52. Four-component Radical-Polar Crossover Cyclization Involved Double Insertion of SO2 to β-Sulfonyl Sultines

Xinyue Ma,Yongxin Zhang,Xing Fang,Xiaoxiao Yang, Pan Zhou, Shuaiqi Lu and Chao Shu*, Org. Chem. Front. 2024DOI: 10.1039/D4QO01463D.



51. Recent Developments in the Synthesis of Pharmacological Alkyl Phosphonates

Chenglong Xuan, Zhimin Zhu, Ziyang Li and Chao Shu*, Advanced Agrochem 2024, https://doi.org/10.1016/j.aac.2024.07.005.



50. Bisulfite-Mediated Base-free Decarboxylative Carbonylsulfination of Alkenes: Access to β-Keto Sultines

Yongxin Zhang, Pan Zhou, Xinyue Ma, Xiaoxiao Yang, Xing Fang, Yuxi Wang and Chao Shu*, Sci. China Chem. 2024http://engine.scichina.com/doi/10.1007/s11426-024-2210-2.



49. Photoinduced Regioselective Trifluoroalkylation of Ketene Dithioacetals with CF3SO2Na

Xiaoxiao Yang, Xinyue Ma, Pan Zhou, Shuaiqi Lu, Yongxin Zhang and Chao Shu*, Org. Chem. Front. 2024, 11, 5061-5066.

https://doi.org/10.1039/D4QO01203H



48. Recent Developments in Photoinduced Decarboxylative Acylation of α-Keto Acids

Shuaiqi Lu,‡ Yilong Xiang,Jingfu Chen and Chao Shu*, Molecules 2024, 29, 3904.

(Invited article)

 https://www.mdpi.com/1420-3049/29/16/3904



47. Energy-transfer Enabled Divergent Synthesis of Polycyclic γ-Sultines

Pan Zhou,‡ Yongxin Zhang,‡ Xinyue Ma, Xiaoxiao Yang, Xing Fang, Xi Lu and Chao Shu*, Chem. Eur. J. 2024, 30, e202401369.

(Invited article)

 https://doi.org/10.1002/chem.202401369



46. Synthesis of Constrained Bicycloalkanes through Bibase-Promoted Brook rearrangement/Radical-Polar Crossover Cyclization

Xinke Ouyang, Bingyao Shi, Yuanyuan Zhao, Zhimin Zhu, Ziyang Li, Yuxin Yang and Chao Shu*, Chem. Sci. 2024, 15, 11092-11098.

 https://doi.org/10.1039/D4SC02532F.



45. Photoinduced Radical Polar Crossover Cyclization Reactions (Invited view)

Zhimin Zhu, Yongxin Zhang, Ziyang Li and Chao Shu*, Chem Catal. 2024, 100945.

https://www.sciencedirect.com/science/article/pii/S2667109324000691?dgcid=author



44. Photoinduced Regioselective Sulfonylsulfination of Alkenes

Helian Li,‡ Yongxin Zhang,‡ Xiuyuan Zou,‡ Xiaoxiao Yang, Pan Zhou, Xinyue Ma, Shuaiqi Lu, Qing Sun* and Chao Shu*, ACS Catal. 2024, 14, 3664. (‡ co-first authors)

 (Highlighted by: Synfacts 2024, 20, 552)

https://pubs.acs.org/doi/10.1021/acscatal.4c00049



43. Advances in the Synthesis of Sulfur-Containing Cyclic Architectures via Insertion of SO2

Xi Lu , Yuyang Huang , Yuxing Yang , Chao Shu*, Synlett 2024, DOI: 10.1055/a-2301-2909.

 (Thieme Chemistry Journals Awardees 2024)

https://www.thieme-connect.de/products/ejournals/abstract/10.1055/a-2301-2909



42. Gold-catalyzed intermolecular amination reaction of allyl azides with ynamides: Efficient construction of 3-azabicyclo[3.1.0] scaffold

Chong-Yang Shi, Jian-Xing Gong, Zhen Li, Chao Shu, Long-Wu Ye,* Qing Sun,* Bo Zhou and Xin-Qi Zhu,* Chin. Chem. Lett. 2024, 35, doi:10.1016/j.cclet.2024.109895.

https://www.sciencedirect.com/science/article/pii/S1001841724004145



41. Advances in Photoinduced Radical-Polar Crossover Cyclization (RPCC) of Bifunctional Alkenes (Invited view)

Meng  Liu, Xinke Ouyang, Chenglong Xuan, and Chao Shu*, Org. Chem. Front. 2024, 11, 895-915. (2024 Organic Chemistry Frontiers HOT articles)

https://pubs.rsc.org/en/content/articlehtml/2000/za/d3qo01929b



40. Thermoinduced Radical Cyclization for the Synthesis of Sultines

Zhiming Zhu, Zhengxi Deng, Chenglong Xuan and Chao Shu*, Org. Lett. 2024, 26, 406-410.

https://pubs.acs.org/doi/full/10.1021/acs.orglett.3c04099


39. Research Progress on Sultine (Invited review on Sultine)

Lingyue Yang, Yunting Li, Chao Shu*, Acta Chimica Sinica. 2024, 82, 171.

http://sioc-journal.cn/Jwk_hxxb/EN/10.6023/A23100435

(该综述系统总结了Sultine130年来的发展历史,并对发展趋势进行了展望。



38. Energy Transfer Powered Sultines Synthesis

Zhengxi Deng‡, Zhiming Zhu‡, Zhengzheng Ru‡, Xiuyuan Zou‡, Xinke Ouyang, Helian Li, Xiaoxiao Yang,Pan Zhou, Sisi Tian, Xingyu Ma, Renjie Song, Qing Sun*, Chenxiao Lin,* and Chao Shu*, ACS Catal. 202313, 13232-13244 ( co-first authors). (Supplementary Cover)

https://pubs.acs.org/doi/full/10.1021/acscatal.3c03367



37. Photoinduced Synthesis of Polycyclic γ-Sultines by a RadicalPolar Crossover Cyclization

Yongxin Zhang, Pan Zhou, Xiaoxiao Yang, Helian Li, Zhenxi Deng, Mingtian Ren, and Chao Shu*, Adv. Synth. Catal. 2023365, 3478-3483  ( co-first authors).

https://onlinelibrary.wiley.com/doi/abs/10.1002/adsc.202300616



36. Convergent Deboronative and Decarboxylative Phosphonylation Enabled by the Phosphite Radical Trap “BecaP”

Santosh K. Pagire, Chao Shu, Dominik Reich, Adam Noble*, and Varinder K. Aggarwal*J. Am. Chem. Soc2023, 145, 18649-18657  ( co-first authors).

https://pubs.acs.org/doi/full/10.1021/jacs.3c06524



35. Photoredox-Catalyzed Decarboxylative Bromination, Chlorination and Thiocyanation using Inorganic Salts

Jingjing Wu, Chao Shu, Adam Noble,* and Varinder K. Aggarwal*, Angew. Chem. Int. Ed. 2023, 62, e202309684.

https://onlinelibrary.wiley.com/doi/10.1002/anie.202309684



34. New Advances in Sultine Chemistry

Zhiming Zhu, Zhengxi Deng, Xinke Ouyang, Chao Shu*, Synlett 2023, 34, 1943-1947.

https://www.thieme-connect.com/products/ejournals/abstract/10.1055/a-2080-5069



33. Recent Advances for Cyclic Sulphinic Acid Derivatives (Sultines and Cyclic Sulfinamides) Synthesis

Yongxin Zhang,   Helian Li,   Xiaoxiao Yang,   Pan Zhou  and Chao Shu*, Chem. Commun. 2023, 59, 6272. 

(insider cover)( co-first authors) (系统总结了近30年亚磺酸内酯、亚磺酸内酰胺化学研究进展)

https://pubs.rsc.org/en/content/articlehtml/2023/cc/d3cc01238g



32. Synthesis of Multifluoromethylated γ-Sultines by a Photoinduced Radical Addition–Polar Cyclization

Helian Li, Yongxin Zhang, Xiaoxiao Yang, Zhenxi Deng, Zhimin Zhu, Pan Zhou, Xinke Ouyang, Yuting Yuan, Xi Chen, Lingyue Yang, Meng Liu, Chao Shu*, Angew. Chem. Int. Ed. 2023, 62, e202300159.

https://onlinelibrary.wiley.com/doi/abs/10.1002/ange.202300159



31. Photoinduced Metal-free α-C–H Borylation of Aliphatic Amines (Preview)

Rui Guo, Chao Shu*, Guozhu Zhang*, Chem20228, 2902.

https://www.cell.com/chem/pdf/S2451-9294(22)00546-0.pdf


Prior to CCNU:

30. Metal-Free Photoinduced C(sp3)–H Borylations of Alkanes

Chao Shu, Adam Noble, * Varinder K. Aggarwal, * Nature, 2020, 586, 714.

(首次突破性的实现可见光诱导的无金属、无导向基团参与的惰性烷烃的C(sp3)H硼化并具有非传统的高区域选择性,具有重要药物合成应用前景; highlighted by: C&EN news 、 X-mol. com 、 Bristol SoC Website 、 ChemBeanGo.com 、 Rationalscience 、 icat2019 、 icailiaoren、科学网、PHYS.org、News Break、Chem-Station )



29. Photoredox-Catalyzed Cyclobutane Synthesis via a Deboronative Radical AdditionPolar Cyclization Cascade.

Chao Shu, Adam Noble, Varinder K. Aggarwal, * Angew. Chem. Int. Ed. 2019, 58, 3870. (第三代脱硼自由基反应, 首次把锂硼化用于光催化合成环丁烷类化合物,并且适用于多种环状体系的构建)



28. Generation of Endocyclic Vinyl Carbene Complexes via Gold-Catalyzed Oxidative Cyclization of Terminal Diynes: Towards Naphthoquinones and Carbazolequinones.

Chao Shu, Chong-Yang Shi, Qing Sun, Bo Zhou, Tian-You Li, Qiao He, Xin Lu, * Rai-Shung Liu, Long-Wu Ye,* ACS Catal. 2019, 9, 1019. ( Shu and Shi have an equal contribution to this work)

(首次通过极其少见的金环内乙烯基卡宾中间体合成萘醌和咔唑醌类等维生素K衍生物)



27. Synthesis of Functionalized Cyclopropanes from Carboxylic Acids via a Radical Addition-Polar Cyclization Cascade.

Chao Shu, Riccardo S. Mega, Björn J. Andreassen, Adam Noble, Varinder K. Aggarwal, * Angew. Chem. Int. Ed. 2018, 57, 15430. († Shu and Mega have an equal contribution to this work) (Highlighted by: Synfacts, 2018, 14, 1298)

 (首次实现无金属参与的可见光催化脱羧环丙烷化反应,扩展了自由基环化反应新模式)



26. Generation of α-Imino Gold Carbenes through Gold-Catalyzed Intermolecular Reaction of Azides with Ynamides.

Chao Shu, Yong-Heng Wang, Bo Zhou, Xin-Ling Li, Yi-Fan Ping, Xin Lu,* Long-Wu Ye,* J. Am. Chem. Soc. 2015, 137, 9567. (ESI 高被引论文) (Highlighted by JACS homepage and http://x-mol.com/news/976)

(2015Toste首次报道了叠氮分子内方式产生α-亚胺金卡宾中间体,10年后该工作首次实现了叠氮参与的分子间方式产生α-亚胺金卡宾)



25. Generation of Gold Carbenes in Water: Efficient Intermolecular Trapping of the α-Oxo Gold Carbenoids by Indoles and Anilines.

Long Li, Chao Shu, Bo Zhou, Yong-Fei Yu, Xin-Yu Xiao, Long-Wu Ye,* Chem. Sci. 2014, 5, 4057. (Shu and Li have an equal contribution to this work)

(首次在水中分子间的方式产生α-羰基金卡宾中间体)

24. Gold-Catalyzed Tandem Cycloisomerization/Halogenation of Chiral Homopropargyl Sulfonamides.

Chao Shu, Long Li, Cang-Hai Shen, Peng-Peng Ruan, Chao-Yue Liu, Long-Wu Ye,* Chem. Eur. J. 2016, 22, 2282. (Selected as a frontispiece and hot paper)

(金催化炔烃反马氏环异构化/卤化反应)

23. Photoinduced Fragmentation Borylation of Cyclic Alcohols and Hemiacetals.

Chao Shu, Rudrakshula Madhavachary, Adam Noble,* Varinder K. Aggarwal,* Org. Lett. 2020, 22, 7213.

(首例无金属参与的可见光催化烷基醇碳碳键碎裂/硼化反应)

22. Gold-Catalyzed Intermolecular Ynamide Amination-Initiated Aza-Nazarov Cyclization: Access to Functionalized 2-Aminopyrroles.

Chao Shu, Yong-Heng Wang, Cang-Hai Shen, Peng-Peng Ruan, Xin Lu,* Long-Wu Ye,* Org. Lett. 2016, 18, 3254.

(金催化分子间方式产生α-亚胺金卡宾引发的氮杂纳扎罗夫环化反应)

21.  Synthesis of 2-Aza-1,3-butadienes through Gold-Catalyzed Intermolecular Ynamide Amination/C–H Functionalization.

Chao Shu, Cang-Hai Shen, Yong-Heng Wang, Long Li, Tao Li, Xin Lu,* Long-Wu Ye,* Org. Lett. 2016, 18, 4630.

(金催化分子间方式产生α-亚胺金卡宾引发的碳氢官能团化反应)

20.  Flexible and Practical Synthesis of 3-Oxyindoles through Gold-Catalyzed Intermolecular Oxidation of o-Ethynylanilines.

Chao Shu, Long Li, Xin-Yu Xiao, Yong-Fei Yu, Yi-Fan Ping, Jin-Mei Zhou, Long-Wu Ye,* Chem. Commun. 2014, 50, 8689.

(实现一种重要结构骨架3-吲哚酮类化合物的普适性高效合成方法)

19. Gold-Catalyzed Intermolecular Oxidation of Chiral Homopropargyl Sulfonamides: A Reliable Access to Enantioenriched Pyrrolidin-3-ones.

Chao Shu, Long Li, Yong-Fei Yu, Shuang Jiang, Long-Wu Ye, * Chem. Commun. 2014, 50, 2522.

(实现一种吡咯3-酮类化合物的高效高对映选择性的合成方法)

18.  Flexible and Practical Synthesis of Anthracenes through Gold-Catalyzed Cyclization of o-Alkynyldiarylmethanes.

Chao Shu, Cheng-Bin Chen, Wei-Xi Chen, Long-Wu Ye, * Org. Lett. 2013, 15, 5542. (Highlighted by: Synfacts, 2014, 10, 30)

(实现重要材料前体蒽类化合物的高效原子经济性合成)

17.  Efficient Synthesis of γ-Lactones via Gold-Catalyzed Tandem Cycloisomerization/Oxidation.

Chao Shu, Meng-Qi Liu, Yu-Zhe Sun, Long-Wu Ye,* Org. Lett. 2012, 14, 4958. (Highlighted by: Organic Chemistry Portal)

(首次实现金属催化的反马氏环异构化/氧化反应,已被多个课题组在全合成中使用)

16.  Practical, Modular, and General Synthesis of 3-Coumaranones through Gold-Catalyzed Intermolecular Alkyne Oxidation Strategy.

Chao Shu, Rongfu Liu, Shuang Liu, Jian-Qiao Li, Yong-Fei Yu, Qiao He, Xin Lu,* Long-Wu Ye,* Chem. Asian J. 2015, 10, 91.

(实现重要杂环骨架橙酮类化合物的高效高选择性合成)

15.  Gold-Catalyzed 6-Exo-Dig Cycloisomerization: A Versatile Approach to Functionalized Phenanthrenes.

 Chao Shu, Long Li, Cheng-Bin Chen, Hong-Cheng Shen, Long-Wu Ye,* Chem.    Asian J. 2014, 9, 1525.

(实现重要材料前体菲类化合物的高效原子经济性合成)

14.  Gold-Catalyzed Oxidative Cyclization of Chiral Homopropargyl Amides: Synthesis of Enantioenriched γ-Lactams.

Chao Shu, Meng-Qi Liu, Shan-Shan Wang, Long Li, Long-Wu Ye,* J. Org. Chem. 2013, 78, 3292. (Highlighted by: Synfacts, 2013, 9, 750) (Highlighted by: Organic Chemistry Portal)

(首次通过金催化高炔丙胺合成手性γ-内酰胺类化合物,并以此实现了天然产物(−)-bgugaine的全合成)

13.  Ring Strain Strategy for the Control of Regioselectivity. Gold-Catalyzed Anti-Markovnikov Cycloisomerization Initiated Tandem Reactions of Alkynes.

Chao Shu, Long Li, Tong-De Tan, Ding-Qiang Yuan, Long-Wu Ye,* Sci. Bull. 2017, 62, 352. (Invited review paper and selected as a front cover)

(金催化炔烃反马氏环异构化引发的串联反应邀请综述)

12.  Gold-Catalyzed Tandem Cycloisomerization/Dimerization of Chiral Homopropargyl Sulfonamides.

Yong-Fei Yu, Chao Shu, Cang-Hai Shen, Tian-Yi Li, Long-Wu Ye,* Chem. Asian J. 2013, 8, 2920. (Shu and Yu have an equal contribution to this work)

(金催化炔烃反马氏环异构化引发的二聚反应)

11.  Recent Progress towards Transition Metal-Catalyzed Synthesis of γ-Lactams.

Long-Wu Ye,* Chao Shu, Fabien Gagosz,* Org. Biomol. Chem. 2014, 12, 1833 (Selected as a front cover)

(综述通过过渡金属催化方式合成γ-内酰胺类化合物)

10. Synthesis of Enantioenriched Pyrrolidines via Gold-Catalyzed Tandem Cycloisomerization/Hydrogenation of Chiral Homopropargyl Sulfonamides.

Yong-Fei Yu, Chao Shu, Tong-De Tan, Long Li, Shahid Rafique, Long-Wu Ye,* Org. Lett. 2016, 18, 5178. (Highlighted by: Synfacts, 2017, 13, 51. Highlighted by: Organic Chemistry Portal)

(金催化炔烃反马氏环异构化引发的氢化反应)

9. Efficient and practical synthesis of enantioenriched 2,3-dihydropyrroles through gold-catalyzed anti-Markovnikov hydroamination of chiral homopropargyl sulfonamides.

Yong-Fei Yu, Chao Shu, Bo Zhou, Jian-Qiao Li, Jin-Mei Zhou, Long-Wu Ye,* Chem. Commun. 2015, 51, 2126. (Highlighted by Organic Chemistry Portal)

(金催化炔烃反马氏环异构化引发的串联反应)

8. Synthesis of α,β-Unsaturated N-Sulfonyl Imides through Zinc-Catalyzed Intermolecular Oxidation of N-Sulfonyl Ynamides.

Fei Pan, Chao Shu, Yi-Fan Ping, Yi-Fei Pan, Peng-Peng Ruan, Qian-Ran Fei, Long-Wu Ye,* J. Org. Chem. 2015, 80, 10009.

(廉价金属催化的炔酰胺氧化反应)

7.  Recent Progress towards Gold-Catalyzed Synthesis of N-Containing Tricyclic Compounds Based on Ynamides.

Fei Pan, Chao Shu, Long-Wu Ye,* Org. Biomol. Chem. 2016, 14, 9456. (ESI 高被引论文) (综述金催化炔酰胺合成含氮三环化合物)

6. Atom-Economic Generation of Gold Carbenes: Gold-Catalyzed Formal [3+2] Cycloaddition between Ynamides and Isoxazoles.

Ai-Hua Zhou, Qiao He, Chao Shu, Yong-Fei Yu, Shuang Liu, Tian Zhao, Wei Zhang, Xin Lu,* Long-Wu Ye* Chem. Sci. 2015, 6, 1265. (ESI 高被引论文, 2017英国皇家化学会Top 1% 高被引文章(2015-2016))

(首次实现原子经济性产生α-亚胺金卡宾,首次实现炔烃与异噁唑的反应,后被多个课题组广泛使用)

5.  Gold-catalyzed intermolecular oxidation of o-alkynylbiaryls: an easy and practical access to functionalized fluorenes.

Fei Pan, Shuang Liu, Chao Shu, Rong-Kun Lin, Yong-Fei Yu, Jin-Mei Zhou, Long-Wu Ye,* Chem. Commun. 2014, 50, 10726.

(芴类化合物的高效高选择性合成)

4. Atom-Economic Synthesis of Fully Substituted 2-Aminopyrroles via Gold-Catalyzed Formal [3+2] Cycloaddition between Ynamides and Isoxazoles.

Xin-Yu Xiao, Ai-Hua Zhou, Chao Shu, Fei Pan, Ting Li,* Long-Wu Ye,* Chem. Asian J. 2015, 10, 1854.

(通过原子经济性产生α-亚胺金卡宾合成2-氨基吡咯类化合物)

3. Zinc-Catalyzed Alkyne Oxidation/C−H Functionalization: Highly Site-Selective Synthesis of Versatile Isoquinolones and β-Carbolines.

Long Li, Bo Zhou, Yong-Heng Wang, Chao Shu, Yi-Fei Pan, Xin Lu,* Long-Wu Ye,* Angew. Chem. Int. Ed. 2015, 54, 8245. (Featured in Chin. J. Org. Chem. 2015, 35, 2019) (首次实现廉价金属催化的炔酰胺氧化反应)

2.  Catalytic Ynamide Oxidation Strategy for the Preparation of α-Functionalized Amides.

Fei Pan, Xin-Ling Li, Xiu-Mei Chen, Chao Shu, Peng-Peng Ruan, Cang-Hai Shen, Xin Lu,* Long-Wu Ye,* ACS Catal. 2016, 6, 6055.

(廉价金属催化的炔酰胺氧化/X-H 官能团化反应)

1.  Gold-Catalyzed Tandem Cycloisomerization/ Functionalization of in situ Generated α-Oxo Gold Carbenes in Water.

Cang-Hai Shen, Long Li, Wei Zhang, Shuang Liu, Chao Shu, Yun-Er Xie, Yong-Fei Yu, Long-Wu Ye,* J. Org. Chem. 2014, 79, 9313.

(通过水中产生α-羰基金卡宾实现金催化炔酰胺氧化反应)