2024
52. Peptide and Protein Cysteine Modification Enabled by Hydrosulfuration of Ynamide. Changliu Wang, Zhenguang Zhao, Reem Ghadir, Dechun Yang, Zhenjia Zhang, Zhen Ding, Yuan Cao,Yuqing Li , Rosi Fassler, Dana Reichmann, Yujie Zhang, Yongli Zhao, Can Liu, Xiaobao Bi*, Norman Metanis*, Junfeng Zhao*. ACS Cent. Sci. 2024.
50. Recent advances in chemical protein synthesis: method developments and biological applications. Suwei Dong, Ji-Shen Zheng, Yiming Li, Huan Wang, Gong Chen, Yongxiang Chen, Gemin Fang, Jun Guo, Chunmao He, Honggang Hu, Xuechen Li, Yanmei Li, Zigang Li, Man Pan, Shan Tang, Changlin Tian, Ping Wang, Bian Wu, Chuanliu Wu, Junfeng Zhao & Lei Liu. Science China Chemistry. 2024,67,1060-1096.
49. Ynamide Coupling Reagents: Origin and Advances. Long Hu and Junfeng Zhao*. Acc. Chem. Res. 2024, 57, 6, 855–869.
48. Inverse Peptide Synthesis Using Transient Protected Amino Acids. Tao Liu, Zejun Peng, Manting Lai, Long Hu, Junfeng Zhao*. J. Am. Chem. Soc. 2024, 146, 6, 4270–4280.
Highlighted in Science:“A New Way to Synthesize Peptides”
Highlighted in X-MOL: “无保护氨基酸合成多肽领域的突破性进展”
Highlighted in Synfacts:“Synthesis of Peptides Inversely via the Utility of Transient Protected Amino Acids”
2023
47.Peptide Synthesis Using Unprotected Amino Acids.Tao Liu, Zejun Peng, Junfeng Zhao*. doi:10.26434/chemrxiv-2023-5776w
46. Highly Chemo-, Regio- and Stereoselective Cysteine Modification of Peptides and Proteins with Ynamides. Changliu Wang, Zhenguang Zhao, Reem Ghadir, Yuqing Li , Yongli Zhao, Norman Metanis*, Junfeng Zhao*. doi: 10.26434/chemrxiv-2021-9gxpp.
45. Approach to Seven-Membered Carbocycles via a Lewis Acid Catalyzed Intramolecular Michael Addition of Allenone. Chunyu Han, Yuanye Dang, Lin Mo, Ruofei Zhao, Zhengning Wang, and Junfeng Zhao*. Org. Lett. 2023, 25, 26, 4923–4927.
44. Active ester-based peptide bond formation and its application in peptide synthesis. Jinhua Yang,Huanan Huang , Junfeng Zhao* . Org. Chem. Front., 2023,10, 1817-1846.
Selected in "2023 Organic Chemistry Frontiers Most Popular Articles".
Selected in "The Best Covers For 2023 Organic Chemistry Frontiers".
2022
43. Ynamide-Mediated Peptide Bond Formation: Mechanistic Study and Synthetic Applications. Silin Xu†, Dandan Jiang†, Zejun Peng†, Long Hu*, Tao Liu, Lili Zhao*, Junfeng Zhao*. Angew. Chem. Int. Ed. 2022, e202212247. (†contributed equally)
42. Synthesis of (Z)-β-Chloro-enamides via a Base-Promoted trans-Hydroamidation of Alkynyl Chlorides Using 1,1-Dichloroalkenes as Precursor. Zhenming Zhang*, Bei Fu, Xiaoshuo Wang, Zhipeng Hu, Xuanling Liu, Tao Wang*, Junfeng Zhao*. J. Org. Chem. 2022, 87, 13, 8764-8772.
41. Recent Advances in Chemical Protein Modification via Cysteine. Changliu Wang, Yongli Zhao, Junfeng Zhao*. Chin. J. Org. Chem. 2022, 42, 1-15.
40. Ynamide-Mediated Thioamide and Primary Thioamide Syntheses. Changliu Wang, Chunyu Han, Jinhua Yang*, Zhenjia Zhang, Yongli Zhao, Junfeng Zhao*. J. Org. Chem. 2022, 87, 5617-5629.
39. Recent Advances in the Synthesis of Ynamides. Yongli Zhao, Yongliang Tu, Mingzhong Cai, Junfeng Zhao*. Chin. J. Org. Chem. 2022, 42, 85-99.
2021
38. Ynamide-Mediated Thioester Synthesis. Xuewei Wang, Yongli Zhao, Jinhua Yang*, Yanxi Li, Ying Luo, Mengyao Xu, Junfeng Zhao*. J. Org. Chem. 2021, 86, 18265-18277.
Highlighted in Synfacts：“Synthesis of Peptide Thioesters via Ynamides”
37. Water-Removable Ynamide Coupling Reagent for Racemization-Free Syntheses of Peptides, Amides, and Esters.
Tao Liu, Xue Zhang, Zejun Peng and Junfeng Zhao*. Green Chem. 2021, 23, 9916-9921.
Highlighted in Synfacts: “Peptide Bond Formation with Ynamide Coupling Reagents”
36. Ynamide Protonation-Initiated Cis-Selective Polyene Cyclization and Reaction Mechanism. Jiasheng Yao†, Chen-Long Li†, Xing Fan, Zhou Wang, Zhi-Xiang Yu* & Junfeng Zhao*. CCS Chemistry 2021, 3, 3133-3143. (†contributed equally)
35. Allenone-Mediated Racemization/Epimerization-Free Peptide Bond Formation and Its Application in Peptide Synthesis. Zhengning Wang†, Xuewei Wang†, Penghui Wang, Junfeng Zhao*. J. Am. Chem. Soc. 2021, 143, 10374−10381.(†contributed equally)
Highlighted in Chem-Station: “アレ？アレノン使えばノンラセミ化?！”
Highlighted in X-MOL: “联烯酮介导的不消旋酰胺键形成反应及其在多肽合成中的应用”
Highlighted in Chem-Station: “采用联烯酮缩合试剂能够避免外消旋化?!”
Highlighted in China Biochemical Pharmaceutical Industry Association:
Highlighted in Synfacts: “Allenone-Mediated Formation of Peptide Bonds”
Highlighted in WangLab: “Allenone介导的无手性变化的多肽合成”
34. Recent Advances in the Pd‐Catalyzed Coupling of Arylhydrazines and Ammonium Salts via C−N Bond Cleavage. Yongliang Tu, Junfeng Zhao*. Chem. Rec. 2021, 21, 3442-34457.
33. Recent Advances in Ynamide Coupling Reagent. Liu Tao, Xu Silin, Zhao Junfeng*. Recent Advances in Ynamide Coupling Reagent. Chin. J. Org. Chem. 2021, 41, 873-887.
2020
32. Cut and sew: benzofuran-ring-opening enabled cyclopentenone ring formation.
Kai Wang,† Chenghao Jiang,† Zhenming Zhang, Chunyu Han, Xuewei Wang, Yaping Li, Kaiting Chen, and Junfeng Zhao*. Chem. Commun. 2020,56, 12817-12820. (†contributed equally)
31. Ynamide-Mediated Thionoester and Dithioester Syntheses. Chaochao Yao, Jinhua Yang, Xiaobiao Lu, Shuyu Zhang, and Junfeng Zhao*. Org. Lett. 2020, 22, 6628-6631.
30. Ynamide-Mediated Intermolecular Esterification. Xuewei Wang,† Yang Yang,† Yongli Zhao, Sheng Wang, Wenchang Hu, Jinmei Li, Zihao Wang, Fengling Yang*, and Junfeng Zhao*. J. Org. Chem. 2020, 85, 6188-6194. (†contributed equally)
29. Access to (Z)‑1,2-Endiamides and 1,1-Endiamides via a Base-Promoted Tandem Reaction. Zhenming Zhang, Bei Fu, Hui Wang, Han Chen, Yongliang Tu, and Junfeng Zhao*. J. Org. Chem. 2020, 85, 5245-5254.
28. Ynamide-Mediated Macrolactonization. Ming Yang,† Xuewei Wang,† and Junfeng Zhao*. ACS Catal. 2020, 10, 5230-5235. (†contributed equally)
27. Transition-Metal-Free Approach to Polysubstituted Furans. Changming You, Zhenming Zhang, Yongliang Tu, Hong Tang, Yuanfeng Wang, Da Long, Junfeng Zhao*. J. Org. Chem. 2020, 85, 3902-3010.
26. Site-Specific Incorporation of Multiple Thioamide Substitutions into a Peptide Backbone via Solid Phase Peptide Synthesis. Jinhua Yang, Changliu Wang, Chaochao Yao, Chunqiu Chen, Yafang Hu, Guifeng He, Junfeng Zhao*. J. Org. Chem. 2020, 85, 1484-1494. (Invited contribution for the Modern Peptide and Protein Chemistry special issue)
2019
25. Palladium-Catalyzed Hiyama Coupling of Benzylic Ammonium Salts via C−N Bond Cleavage. Chunyu Han, Zhenming Zhang, Silin Xu, Kai, Wang, Kaiting Chen, and Junfeng Zhao*. J. Org. Chem. 2019, 84, 16308-16313.
23. Palladium-catalyzed Coupling of Terminal Alkynes with Benzyl Ammonium Salts. Silin Xu, Zhenming Zhang, Chunyu Han, Wenkai Hu, Tiwen Xiao, Yanan Yuan, and Junfeng Zhao*. J. Org. Chem. 2019, 84, 12192-12197.
22. Regio‐ and Stereoselective Hydrophosphorylation of Ynamides: A Facile Approach to (Z)‐β‐Phosphor‐Enamides. Zhiyuan Peng, Zhenming Zhang, Xianzhu Zeng, Yongliang Tu, and Junfeng Zhao*. Adv. Syth. Catal. 2019, 19, 4489-4494.
21. Transition-Metal-Free One-Step Synthesis of Ynamides. Xianzhu Zeng,† Yongliang Tu,† ZhenmingZhang, Changming You, Jiao Wu, Zhiying Ye, and Junfeng Zhao*. J. Org. Chem. 2019, 84, 4458-4466.(† contributed equally)
20. Ynamide‐Mediated Thiopeptide Synthesis. Jinhua Yang,† Changliu Wang,† Silin Xu, and Junfeng Zhao*. Angew. Chem. Int. Ed. 2019, 58, 1382-1386. (†contributed equally)
2018
19. Regio- and Stereo-Selective Intermolecular Hydroamidation of Ynamides: An Approach to (Z)-Ethene-1,2-Diamides.
Zhiyuan Peng, Zhenming Zhang, Yongliang Tu, Xianzhu Zeng, and Junfeng Zhao*. Org. Lett. 2018, 20, 5688-5691.
18. Copper-Catalyzed Oxidative Functionalization of Benzylic C–H Bonds with Quinazoline 3-Oxides.
Liwen Fan, Zhenming Zhang, Tao Wang*, Qinjin Liang, and Junfeng Zhao*. Org. Chem. Front. 2018, 5, 2492-2495.
17. Synthesis of Triarylmethanes via Palladium-Catalyzed Suzuki Coupling of Trimethylammonium Salts and Arylboronic acids. Zhenming Zhang, Hui Wang, Nianli Qiu, Yujing Kong, Wenjuan Zeng, Yongquan Zhang, and Junfeng Zhao*. J. Org. Chem. 2018, 83, 8710-8715.
16. Recent advances in enzyme-mediated peptide ligation. Silin Xu, Zhenguang Zhao, and Junfeng Zhao*. Chin. Chem. Lett. 2018, 29, 1009-1016. (Invited review)
15. Palladium-Catalyzed Oxidative Cross-Coupling of Arylhydrazines and Arenethiols with Molecular Oxygen as the Sole Oxidant. Changliu Wang, Zhenming Zhang, Yongliang Tu, Ying Li, Jiale Wu, and Junfeng Zhao*. J. Org. Chem. 2018, 83, 2389-2394.
14. Enantioselective Polyene Cyclization Catalyzed by a Chiral Brønsted Acid. Liwen Fan,† Chunyu Han,† Xuerong Li,† Jiasheng Yao, Zhengning Wang, Chaochao Yao, Weihao Chen, Tao Wang and Junfeng Zhao*. Angew. Chem. Int. Ed. 2018, 57, 2115-2119. († contributed equally) (highlighted by synfacts)
13. A Robust One-Step Approach to Ynamides. Yongliang Tu,† Xianzhu Zeng,† Hui Wang, and Junfeng Zhao*. Org. Lett. 2018, 20, 280-283. (†contributed equally)
12. Recent developments in peptide ligation independent of amino acid side-chain functional group. Jinhua Yang, and Junfeng Zhao*. Sci. China Chem. 2018, 61, 97-112. (Invited review)
2017
11. Hypervalent Iodine-Mediated Oxidative Rearrangement of N–H Ketimines: An Umpolung Approach to Amides. Zhenguang Zhao, Zhiyuan Peng, Yongli Zhao, Hao Liu, Chongnan Li, and Junfeng Zhao*. J. Org. Chem. 2017, 82, 11848-11853. (invited contribution)
10. A regioselective approach to trisubstituted pyrazoles via palladium-catalyzed oxidative Sonogashira-carbonylation of arylhydrazines. Yongliang Tu, Zhenming Zhang, Tao Wang*, Jiamei Ke, and Junfeng Zhao*. Org. Lett. 2017, 19, 3466-3469.
9. Ynamide: a new coupling reagent for amide and peptide synthesis. Long Hu, and Junfeng Zhao*. Synlett. 2017, 28, 1663-1670. (Invited Synpacts)
8. Palladium-Catalyzed Oxidative Carbonylation of Aryl Hydrazines with CO and O2 at Atmospheric Pressure. Yongliang Tu, Lin Yuan, Tao Wang*, Changliu Wang, Jiamei Ke, and Junfeng Zhao*. J. Org. Chem. 2017, 82, 4970-4976.
7. Palladium catalyzed Suzuki cross-coupling of benzyltrimethylammonium salts via C–N bond cleavage. Tao Wang, Shuwu Yang, Silin Xu,Chunyu Han, Ge Guo, and Junfeng Zhao*. RSC Adv. 2017, 7, 15805-15808.
2016
6. Ynamides as Racemization-Free Coupling Reagents for Amide and Peptide Synthesis. Long Hu†, Silin Xu†, Zhenguang Zhao†, Yang Yang, Zhiyuan Peng, Ming Yang, Changliu Wang, and Junfeng Zhao*. J. Am. Chem. Soc. 2016, 138, 13135-13138. († contributed equally) (highlighted by X-mol and Org. Chem. Portal)
5. Copper-catalyzed oxidative coupling between quinazoline 3-oxides and unactivated aldehydes: an efficient approach to functionalized quinazolines. Liwen Fan, Tao Wang,* Ying Tian, Fei Xiong, Simei Wu, Qingjin Liang, and Junfeng Zhao*. Chem. Commun. 2016, 52, 5375-5378.
4. Reaction between Azidyl Radical and Alkynes: A Straightforward Approach to NH-1, 2, 3-triazoles. Long Hu, Christian Mück-Lichtenfeld, Tao Wang,* Guifeng He, Meng Gao, and Junfeng Zhao*. Chem. - Eur. J. 2016, 22, 911-915.
2015
3. Oxidative Acylation of Sulfoximines with Methylarenes as Acyl Donor. Zhenguang Zhao, Tao Wang,* Lin Yuan, Xingwang Jia, and Junfeng Zhao*. RSC Adv. 2015, 5, 75386-75389.
2. Direct oxidative amidation between methylarenes and amines in water. Tao Wang, Lin Yuan, Zhenguang Zhao, Ailong Shao, Meng Gao, Yangfei Huang, Fei Xiong, Huali Zhang, and Junfeng Zhao*. Green Chem. 2015, 17, 2741-2744.
1. Oxidative Coupling between Methylarenes and Ammonia: A Direct Approach to Aromatic Primary Amides. Zhenguang Zhao, Tao Wang,* Lin Yuan, Hu Xu, Fei Xiong, and Junfeng Zhao*. Adv. Synth.& Catal. 2015, 357, 2566-2570.
Before 2014
18. Jun-Feng Zhao,* Xiao-Hong Zhang, Ying-Jie Ding, Yong-Sheng Yang, Xiao-Bao Bi, Chuan-Fa, Liu,* Facile Synthesis of Peptidyl Salicylaldehyde Esters and Its Use in Cyclic Peptide Synthesis, Org. Lett. 2013, 15, 5182-5185.
17. Chuan-Fa, Liu,* Jun-Feng Zhao, Patent, WO/2013/119184, PCT/SG2013/000052.
16. Jun-Feng Zhao, Christian Mück-Lichtenfeld, Amido Studer,* Cooperative N-Heterocyclic Carbene (NHC) and Ruthenium Redox Catalysis: Oxidative Esterification of Aldehydes with Air as the Terminal Oxidant, Adv. Synth. & Catal. 2013, 355, 1098-1106.
15. Jun-Feng Zhao, Boon-Hong Tan and Teck-Peng Loh,* In(III)-pybox complex catalyzed enantioselective Mukaiyama aldol reactions between polymeric or hydrated glyoxylates and enolsilanes derived from aryl, Chem. Sci. 2011, 2, 349-352.
14. Ming-Kui Zhu, Jun-Feng Zhao, Teck-Peng Loh,* Palladium-Catalyzed C–C Bond Formation of Arylhydrazines with Olefins via Carbon–Nitrogen Bond Cleavage, Org. Lett. 2011, 13, 5714-5716.
13. Jun-Feng Zhao, Boo-Hong Tan, Teguh-Budiono Tjan, and Teck-Peng Loh,*Enantioselective Carbonyl-Ene Reactions of Trifluoropyruvate in Ionic Liquid via a Recyclable Indium(III)-Pybox Complex, Adv. Synth. & Catal. 2010, 352, 2085-2088.
12. Jun-Feng Zhao, Teguh-Budiono Tjan and Teck-Peng Loh,* Significant counterion effect of the In(III)–pybox complex in highly enantioselective carbonyl-ene reactions of ethyl glyoxylate, Tetrahedron Lett. 2010, 51, 5649-5652.
11. Ming-Kui Zhu, Jun-Feng Zhao, Teck-Peng Loh,* Palladium-Catalyzed Oxime Assisted Intramolecular Dioxygenation of Alkenes with 1 atm of Air as the Sole Oxidant, J. Am. Chem. Soc. 2010, 132, 6284-6285.
10. Jun-Feng Zhao, Teguh-Budiono Tjan, Boo-Hong Tan and Teck-Peng Loh,* Org. Lett. 2009, 11, 5714-5716 (Highlighted by SYNFACT, 2010, 2, 0206).
9. Jun-Feng Zhao, and Teck-Peng Loh,* Acid-Catalyzed Intramolecular [2+2] Cycloaddition of Ene-allenones: Facile Access to Bicyclo[n.2.0] Frameworks, Angew. Chem. Int. Ed. 2009, 48, 7232-7235.
8. Jun-Feng Zhao, Hoi-Yan Tsui, Pei-Jia Wu, Jun Lu and Teck-Peng Loh,* Highly Enantioselective Carbonyl-ene Reactions Catalyzed by In(III)−PyBox Complex J. Am. Chem. Soc. 2008, 130, 16492-16493. (Highlighted by SYNFACT, 2009, 2, 0187 and 2009, 3, 0283)
7. Jun-Feng Zhao, Yu-Jun Zhao and Teck-Peng Loh,* Indium tribromide-promoted arene-terminated epoxy olefin cyclization, Chem. Commun. 2008, 1353-1355.
6. Jun-Feng Zhao, Long He, Jun Jiang, Zhuo Tang, Lin-Feng Cun, Liu-Zhu Gong,* Organo-catalyzed highly diastereo- and enantio-selective direct aldol reactions in water, Tetrahedron Lett. 2008, 49, 3372-2275.
5. Jun-Feng Zhao, Chang Xie, Sheng-Zhen Xu, Ming-Wu Ding,* Wen-Jing Xiao,* Iminophosphorane mediated efficient synthesis of new tricyclic 3,5-dihydro-1,2,3-triazolo[4,5-d]-1,2,4-triazolo[1,5-a]pyrimidin-9-ones, Org. Bio. Chem. 2006, 4, 130-134.
4. Jun-Feng Zhao, Chang Xie, Ming-Wu Ding,* Hong-Wu He,* Synthesis 2005, 15, 2544-2548.
3. Jun-Feng Zhao, Chang Xie, Ming-Wu Ding,* Hong-Wu He, A Selective Synthesis of 3,6-Dihydro-7H-1,2,3-triazolo[4,5-d]pyrimidin-7-ones, Chem. Lett. 2005, 34, 1022-1023.
2. Ming-Wu Ding,* Shen-Zhen Xu, Jun-Feng Zhao, Application of Bis(iminophosphorane) in Heterocyclic Synthesis: New Entries to Symmetrically or Unsymmetrically Substituted Thieno[2,3-d:5,4-d‘]dipyr J. Org. Chem. 2004, 69, 8366-8371.
1. Jun-Feng Zhao, Ming-Wu Ding,* J. World Pesticide 2004, 26, 14-17.
