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成果及论文

2024 年

65 Jia Feng, Long-Long Xi, Chuan-Jun Lu, Ren-Rong Liu*, Transition-metal-catalyzed enantioselective C–N cross-coupling. Chem. Soc. Rev. 2024, DOI: 10.1039/D4CS00102H.


                                                                           


64 Long-Long Xi, Ren-Rong Liu*, Enantioselective electrochemical and photochemical synthesis of atropisomersTrends in Chemistry, 2024, ASAP.



63. Yu-Kun Jiang,+ Yong-Le Tian,+ Jia Feng,+ Huan Zhang,+ Lei Wang,Wei-Ao Yang, Xing-Dong Xu, Ren-Rong Liu*,  Organocatalytic Enantioselective Synthesis of Inherently Chiral Calix[4]arenes,Angew. Chem. Int. Ed., 202463, e202407752. (Hot Paper)


62. Huan Zhang, Chuan-Jun Lu, Gao-Hui Cai, Long-Long Xi, Jia Feng, Ren-Rong Liu*, Palladium-catalyzed asymmetric carbene coupling en route to inherently chiral heptagon-containing polyarenes, Nature communications 2024, 15, 3353.

61Fang-Bei Ge‡, Chuan-Jun Lu‡, Xiao Chen‡, Wang Yao‡, Mei An, Yu-Kun Jiang, Li-Ping Xu*, Ren-Rong Liu*. Enantioselective Nickel-Catalyzed Denitrogenative Transannulation En Route to N-N Atropisomers. Angew. Chem. Int. Ed., 202463, e202400441.  (Hot Paper)



60. Jia-Hao Li, Xiao-Kai Li, Jia Feng, Wang Yao, Huan Zhang, Chuan-Jun Lu, Ren-Rong Liu*Organocatalytic Enantioselective Synthesis of Seven-Membered Ring with Inherent Chirality. Angew. Chem. Int. Ed., 2024, 63, e202319289. (Hot Paper)


59.  Mei An, Chuan-Jun Lu, Fang-Bei Ge, Wen-Guang Zhou, Li-Wen Zhan, Shuwei Zhang, Ren-Rong Liu* Ren-Rong Liu*

Discovery and Enantioselective Synthesis of Tetra-Substituted Methylene Oxindole Atropisomers by Palladium-Catalyzed Domino Cyclization

ACS Catal. 202414, 13892.


58. Fang-Bei Ge,‡ Qi-Kun Yin,Chuan-Jun Lu,‡ Xuan Xuan, Jia Feng, Ren-Rong Liu* Enantioselective Synthesis of Benzimidazole Atropisomers Featuring a N-N Axis. Chin. J. Chem. 2024, 42, 711-718. (Invitated to special issue of CJC “Emerging Investigators in 2024”)



57. Jia Feng, Ren-Rong Liu* Catalytic Asymmetric Synthesis of N−N Biaryl Atropisomers. Chem. Eur. J. 2024, 30, e202303165.



2023 年

56. Jia Feng, Chuan-Jun Lu, Ren-Rong Liu*Catalytic Asymmetric Synthesis of Atropisomers Featuring an Aza AxisAcc. Chem. Res. 202356, 2537–2554. 



55. Li-Wen Zhan, Chuan-Jun Lu, Jia Feng, Ren-Rong Liu* Atroposelective Synthesis of C-N Vinylindole Atropisomers by Palladium-Catalyzed Asymmetric Hydroarylation of 1-Alkynylindoles. Angew. Chem. Int. Ed. 2023, 62, e202312930. 




54. Wang YaoChuan-Jun Lu, Li-Wen Zhan, Yi Wu, Jia Feng, and Ren-Rong Liu*, Enantioselective Synthesis of N-N Atropisomers by Palladium-Catalyzed C−H Functionalization of Pyrroles, Angew. Chem. Int. Ed. 202362, e202218871.


53.  Chuan-Jun Lu, Qi Xu, Jia Feng* and Ren-Rong Liu*, The Asymmetric Buchwald–Hartwig Amination Reaction, Angew. Chem. Int. Ed. 202362, e202216863.



52Peng Zhang, Chang-Qiu Guo, Wang Yao, Chuan-Jun Lu, Yingzi Li*, Robert S. Paton*, and Ren-Rong Liu* Pd-Catalyzed Asymmetric Amination of Enamines: Expedient Synthesis of Structurally Diverse N–C Atropisomers, ACS Catal. 202313, 7680–7690.


 


51. Qi Xu, Chuan-Jun Lu, Chang-Qiu Guo, Jia Feng, and Ren-Rong Liu*, Palladium-Catalyzed Enantioselective Rearrangement of Dienyl Cyclopropanes Chem. Sci. 2023, 14, 3346-3351.



50. Huan Zhang, Yi Ding, Mei-Ru Zhang, Chuan-Jun Lu, Jia Feng*, and Ren-Rong Liu* Palladium-Catalyzed Double N-Arylation to Access Unsymmetric N,N′-Bicarbazole Scaffolds, J. Org. Chem. 2023, 88, 10242–10251.



2022 年

49. Chang-Qiu Guo+, Chuan-Jun Lu+, Li-Wen Zhan, Peng Zhang, Qi Xu, Jia Feng, and Ren-Rong Liu*, Atroposelective Synthesis of N-Arylated Quinoids by Organocatalytic Tandem N-Arylation/Oxidation. Angew. Chem. Int. Ed. 202261, e202212846.



48.  Peng Zhang, Qi Xu, Xiao-Mei Wang,  Jia Feng, Chuan-Jun Lu, Yingzi Li*, Ren-Rong Liu*,Enantioselective Synthesis of N-N Bisindole Atropisomers,Angew. Chem. Int. Ed. 2022, 61, e202212101.   




47.  Wang Yao, Chuan-Jun Lu, Jia Feng,* and Ren-Rong Liu*, Palladium/Amino Acid Co-catalyzed Atroposelective C−H Olefination to 


Access Tetra-Ortho-Substituted Atropisomers Featuring 2,2′-Difluoro-1-biaryl Scaffolds. Org. Lett. 202224, 6148−6153.



46. Qi Xu, Huan Zhang, Fang-Bei Ge, Xiao-Mei Wang, Peng Zhang, Chuan-Jun Lu,* and Ren-Rong Liu*, Cu(I)-Catalyzed Asymmetric Arylation of Pyrroles with Diaryliodonium Salts toward the Synthesis of N–N Atropisomers, Org. Lett. 202224,  3138–3143.


 


  45. Peng Zhang, Jia Feng*, and Ren-Rong Liu*, Enantioselective Synthesis of Axially Chiral Benzimidazoles Bearing a C-N axis via Pd-Catalyzed Buchwald–Hartwig Amination, Synlett, 2022, DOI: 10.1055/a-1833-8979. (Invited Synpacts)



2021 年

44. Peng Zhang, Xiao-Mei Wang, Qi Xu, Chang-Qiu Guo, Peng Wang, Chuan-Jun Lu,* and Ren-Rong Liu*, Enantioselective Synthesis of Atropisomeric Biaryls by Pd-Catalyzed Asymmetric Buchwald-Hartwig Amination.  Angew. Chem. Int. Ed. 202160, 21718-21722. (Hot Paper)



43. Xiao-Mei Wang, Peng Zhang, Qi Xu, Chang-Qiu Guo, De-Bing Zhang, Chuan-Jun Lu,* and Ren-Rong Liu*, Enantioselective Synthesis of Nitrogen-Nitrogen Biaryl Atropisomers via Copper-Catalyzed Friedel-Crafts Alkylation Reaction. J. Am. Chem. Soc. 2021, 143, 15005-15010.


Prior to Qingdao University

42. Levy, J. N.;  Alegre-Requena, J. V.;  Liu, R.;  Paton, R. S.; McNally, A.*, Selective Halogenation of Pyridines Using Designed Phosphine Reagents. Journal of the American Chemical Society 2020, 142 (25), 11295-11305.

41. Shen, C.;  Zeidan, N.;  Wu, Q.;  Breuers, C. B. J.;  Liu, R.-R.;  Jia, Y.-X.*; Lautens, M.*, Pd-catalyzed dearomative arylborylation of indoles. Chemical Science 2019, 10 (10), 3118-3122.

40. Liu, R.-R.;  Liang, R.-X.; Jia, Y.-X.*, Construction of Benzylic Stereogenic Carbon Centers through Enantioselective Arylation Reactions. Synlett 2018, 29 (2), 157-168.

39. Liang, R.-X.;  Yang, R.-Z.;  Liu, R.-R.; Jia, Y.-X.*, Palladium-catalyzed asymmetric dearomative alkenylation of indoles through a reductive-Heck reaction. Organic Chemistry Frontiers 2018, 5 (11), 1840-1843.

38. Li, X.;  Zhou, B.;  Yang, R.-Z.;  Yang, F.-M.;  Liang, R.-X.;  Liu, R.-R.; Jia, Y.-X.*, Palladium-Catalyzed Enantioselective Intramolecular Dearomative Heck Reaction. Journal of the American Chemical Society 2018, 140 (42), 13945-13951.

37. Huang, B.-B.;  Wu, L.;  Liu, R.-R.;  Xing, L.-L.;  Liang, R.-X.; Jia, Y.-X.*, Enantioselective Friedel-Crafts C2-alkylation of 3-substituted indoles with trifluoropyruvates and cyclic N-sulfonyl alpha-ketiminoesters. Organic Chemistry Frontiers 2018, 5 (6), 929-932.

36. 贾义霞,李英龙,刘人荣, 钯催化吲哚的去芳香化双芳基化,浙江工业大学学报   2017, 45, 387-390

35. Zhang, M.;  Liu, R.;  Gao, J.; Jia, Y.*, Nickel-Catalyzed Intramolecular Addition of Aryl Bromides to C=O Bonds. Chinese Journal of Organic Chemistry 2017, 37 (3), 652-657.

34. Wang, Y.;  Liu, R.;  Gao, J.; Jia, Y.*, Palladium-Catalyzed Dearomative Decarboxylative Alkynylation of Indoles with Acetylenecarboxylic Acids. Chinese Journal of Organic Chemistry 2017, 37 (3), 691-697.

33. Liu, R.-R.;  Zhu, L.;  Hu, J.-P.;  Lu, C.-J.;  Gao, J.-R.;  Lan, Y.*; Jia, Y.-X.*, Enantioselective alkynylation of N-sulfonyl alpha-ketiminoesters via a Friedel-Crafts alkylation strategy. Chemical Communications 2017, 53 (43), 5890-5893.

32. Liu, R.-R.;  Xu, Y.;  Liang, R.-X.;  Xiang, B.;  Xie, H.-J.;  Gao, J.-R.; Jia, Y.-X.*, Spirooxindole synthesis via palladium-catalyzed dearomative reductive-Heck reaction. Organic & Biomolecular Chemistry 2017, 15 (13), 2711-2715.

31. Liu, R.-R.;  Wang, Y.-G.;  Li, Y.-L.;  Huang, B.-B.;  Liang, R.-X.; Jia, Y.-X.*, Enantioselective Dearomative Difunctionalization of Indoles by Palladium-Catalyzed Heck/Sonogashira Sequence. Angewandte Chemie-International Edition 2017, 56 (26), 7475-7478.

30. Liu, R.-R.;  Hu, J.-P.;  Hong, J.-J.;  Lu, C.-J.;  Gao, J.-R.; Jia, Y.-X.*, Enantioselective 2+2 cycloaddition of N-allenamides with cyclic N-sulfonylketimines: access to polysubstituted azetidines bearing quaternary stereocenters. Chemical Science 2017, 8 (4), 2811-2815.

29. Li, B.;  Liu, R.;  Liang, R.; Jia, Y.-X.*, Palladium/Amino Acid Co-Catalyzed Intramolecular alpha-Vinylationof Cyclohexanones. Acta Chimica Sinica 2017, 75 (5), 448-452.

28. Ge, C.;  Liang, R.-X.;  Liu, R.-R.;  Xiang, B.; Jia, Y.-X.*, Ir(I)-catalyzed enantioselective hydrogenolysis of 3-aryl-3-hydroxyisoindolin-1-ones. Tetrahedron Letters 2017, 58 (2), 142-144.

27. Zhang, M.;  Chen, B.;  Ge, C.;  Liu, R.;  Gao, J.; Jia, Y.*, Nickel-Catalyzed Addition and Coupling Reaction of Aryl Triflates to Aldehydes. Chinese Journal of Organic Chemistry 2016, 36 (7), 1636-1642.

26. Xiang, B.;  Xu, T.-F.;  Wu, L.;  Liu, R.-R.;  Gao, J.-R.; Jia, Y.-X.*, Lewis Acid Catalyzed Friedel-Crafts Alkylation of Alkenes with Trifluoropyruvates. Journal of Organic Chemistry 2016, 81 (9), 3929-3935.

25. Weng, J.-Q.;  Fan, R.-J.;  Deng, Q.-M.;  Liu, R.-R.;  Gao, J.-R.; Jia, Y.-X.*, Enantioselective Friedel-Crafts Alkylation Reactions of 3-Substituted Indoles with Electron-Deficient Alkenes. Journal of Organic Chemistry 2016, 81 (7), 3023-3030.

24. Liu, R.-R.;  Xu, T.-F.;  Wang, Y.-G.;  Xiang, B.;  Gao, J.-R.; Jia, Y.-X.*, Palladium-catalyzed dearomative arylalkynylation of indoles. Chemical Communications 2016, 52 (94), 13664-13667.

23. Liu, R.-R.;+  Li, B.-L.;+  Lu, J.;  Shen, C.;  Gao, J.-R.; Jia, Y.-X.*, Palladium/L-Proline-Catalyzed Enantioselective alpha-Arylative Desymmetrization of Cyclohexanones. Journal of the American Chemical Society 2016, 138 (16), 5198-5201.

22. Ge, C.;  Liu, R.-R.;  Gao, J.-R.; Jia, Y.-X.*, Cu(I)-Catalyzed Enantioselective Friedel-Crafts Alkylation of Indoles with 2-Aryl-N-sulfonylaziridines as Alkylating Agents. Organic Letters 2016, 18 (13), 3122-3125.

21. Wu, L.;  Liu, R.-R.;  Zhang, G.;  Wang, D.-J.;  Wu, H.;  Gao, J.; Jia, Y.-X.*, Enantioselective Construction of Cyclic Indolyl alpha-Amino Esters via a Friedel-Crafts Alkylation Reaction. Advanced Synthesis & Catalysis 2015, 357 (4), 709-713.

20. Wu, H.;  Sheng, W.-J.;  Chen, B.;  Liu, R.-R.;  Gao, J.-R.; Jia, Y.-X.*, Nickel-Catalyzed Enantioselective Friedel-Crafts Alkylation of Indoles with ,-Disubstituted Nitroalkenes. Synlett 2015, 26 (20), 2817-2820.

19. Wu, H.;  Liu, R.-R.;  Shen, C.;  Zhang, M.-D.;  Gao, J.; Jia, Y.-X.*, Enantioselective Friedel-Crafts reaction of 4,7-dihydroindoles with beta-CF3-beta-disubstituted nitroalkenes. Organic Chemistry Frontiers 2015, 2 (2), 124-126.

18. Sheng, W.-J.;  Ye, Q.;  Yu, W.-B.;  Liu, R.-R.;  Xu, M.;  Gao, J.-R.; Jia, Y.-X.*, CuSO4-mediated decarboxylative C-N cross-coupling of aromatic carboxylic acids with amides and anilines. Tetrahedron Letters 2015, 56 (4), 599-601.

17. Shen, C.;  Liu, R.-R.;  Fan, R.-J.;  Li, Y.-L.;  Xu, T.-F.;  Gao, J.-R.; Jia, Y.-X.*, Enantioselective Arylative Dearomatization of Indoles via Pd-Catalyzed Intramolecular Reductive Heck Reactions. Journal of the American Chemical Society 2015, 137 (15), 4936-4939.

16. Liu, R.-R.;  Ye, S.-C.;  Lu, C.-J.;  Zhuang, G.-L.;  Gao, J.-R.; Jia, Y.-X.*, Dual Catalysis for the Redox Annulation of Nitroalkynes with Indoles: Enantioselective Construction of Indolin-3-ones Bearing Quaternary Stereocenters. Angewandte Chemie-International Edition 2015, 54 (38), 11205-11208.

15. Liu, R.-R.;  Ye, S.-C.;  Lu, C.-J.;  Xiang, B.;  Gao, J.; Jia, Y.-X.*, Au-catalyzed ring-opening reactions of 2-(1-alkynyl-cyclopropyl)pyridines with nucleophiles. Organic & Biomolecular Chemistry 2015, 13 (17), 4855-4858.

14. Liu, R.-R.;  Wang, D.-J.;  Wu, L.;  Xiang, B.;  Zhang, G.-Q.;  Gao, J.-R.; Jia, Y.-X.*, Nickel-Catalyzed Enantioselective Addition of Styrenes to Cyclic N-Sulfonyl alpha-Ketiminoesters. ACS Catalysis 2015, 5 (11), 6524-6528.

13. Liu, R.-R.;  Lu, C.-J.;  Zhang, M.-D.;  Gao, J.-R.; Jia, Y.-X.*, Palladium-Catalyzed Three-Component Cascade Reaction: Facial Access to Densely Functionalized Indolizines. Chemistry-a European Journal 2015, 21 (19), 7057-7060.

12. Liu, R.-R.;  Hong, J.-J.;  Lu, C.-J.;  Xu, M.;  Gao, J.-R.; Jia, Y.-X.*, Indolizine Synthesis via Oxidative Cross-Coupling/Cyclization of Alkenes and 2-(Pyridin-2-yl)acetate Derivatives. Organic Letters 2015, 17 (12), 3050-3053.

11. Liu, R.-R.;  Cai, Z.-Y.;  Lu, C.-J.;  Ye, S.-C.;  Xiang, B.;  Gao, J.; Jia, Y.-X.*, Indolizine synthesis via Cu-catalyzed cyclization of 2-(2-enynyl)pyridines with nucleophiles. Organic Chemistry Frontiers 2015, 2 (3), 226-230.

10. Liu, R. R.;  Lu, C. J.;  Zhang, M. D.;  Gao, J. R.; Jia, Y. X.*, Palladium-Catalyzed Three-Component Cascade Reaction: Facial Access to Densely Functionalized Indolizines (vol 21, pg 7057, 2015). Chemistry-a European Journal 2015, 21 (37), 12827-12827.

9. Wu, H.;  Liu, R.-R.; Jia, Y.-X.*, Asymmmetric Friedel-Crafts Alkylation Reaction in the Construction of Trifluoromethylated All-Carbon Quaternary Stereocenters. Synlett 2014, 25 (4), 457-460.

8. Weng, J.-Q.;  Deng, Q.-M.;  Wu, L.;  Xu, K.;  Wu, H.;  Liu, R.-R.;  Gao, J.-R.; Jia, Y.-X.*, Asymmetric Friedel-Crafts Alkylation of alpha-Substituted beta-Nitroacrylates: Access to beta(2,2)-Amino Acids Bearing Indolic All-Carbon Quaternary Stereocenters. Organic Letters 2014, 16 (3), 776-779.

7. He, J.-Q.;  Chen, C.;  Yu, W.-B.;  Liu, R.-R.;  Xu, M.;  Li, Y.-J.;  Gao, J.-R.; Jia, Y.-X.*, Nickel-catalyzed intramolecular addition of vinyl or aryl bromides to ketoamides. Tetrahedron Letters 2014, 55 (17), 2805-2808.

6. Liu, R.; Zhang, J.*, Organocatalytic Michael Addition of Indoles to Isatylidene-3-acetaldehydes: Application to the Formal Total Synthesis of (-)-Chimonanthine. Organic Letters 2013, 15 (9), 2266-2269.

5. Liu, R.; Zhang, J.*, Organocatalytic Michael Addition of Malonates to Isatylidene-3-acetaldehydes: Application to the Total Synthesis of (-)-DebromoflustramineE. Chemistry-European Journal 2013, 19 (23), 7319-7323.

4. Liu, R.; Zhang, J.*, Palladium(II)-Catalyzed Stereospecific Three-Component Domino Reactions of Diyne-enones, Nucleophiles, and Vinyl Ketones. Chemistry-an Asian Journal 2012, 7 (2), 294-297.

3. Liu, R.;  Zhang, M.; Zhang, J.*, Highly regioselective Lewis acid-catalyzed 3+2 cycloaddition of alkynes with donor-acceptor oxiranes by selective carbon-carbon bond cleavage of epoxides. Chemical Communications 2011, 47 (48), 12870-12872.

2. Liu, R.; Zhang, J.*, Polyheterocycles by Palladium(II)-Catalyzed Oxidative Domino Reactions Involving Direct C-H Functionalization. Advanced Synthesis & Catalysis 2011, 353 (1), 36-40.

1. Liu, R.; Zhang, J.*, Tetrasubstituted Furans by Pd-II-Catalyzed Three-Component Domino Reactions of 2-(1-Alkynyl)-2-alken-1-ones with Nucleophiles and Vinyl Ketones or Acrolein. Chemistry-European Journal 2009, 15 (37), 9303-9306.