Citation: Xu Xinming, Yang Hanlin, Li Wenzhong. Transition Metal-Free Direct C-H Bond Sulfenylation of Alkenes and Arenes[J]. Chinese Journal of Organic Chemistry, ;2020, 40(7): 1912-1925. doi: 10.6023/cjoc201912044 shu

Transition Metal-Free Direct C-H Bond Sulfenylation of Alkenes and Arenes

a.
College of Chemistry and Chemical Engineering, Yantai University, Yantai, Shandong 264005

Corresponding author: Xu Xinming, xin_mingxu@163.com
Received Date: 31 December 2019
Revised Date: 16 March 2020
Available Online: 9 April 2020
Fund Project: the National Natural Science Foundation of China 21901220the Young Scholars Research Fund of Yantai University HY19B06Project supported by the National Natural Science Foundation of China (No. 21901220), and the Young Scholars Research Fund of Yantai University (No. HY19B06)

Figures(33)

Aryl and vinyl sulfides have attracted much attention from medical and organic chemists because they are prevalent in natural or bioactive molecules and other potential functional organic materials. Therefore, considerable efforts have been made for the construction of aryl and vinyl sulfides, among them transition metal-free direct C-H bond sulfenylation has developed rapidly and became an efficient and eco-friendly synthetic protocol. In recent years, many excellent research achievements were presented and a range of sulfenylated alkenes and arenes were synthesized using this strategy. The recent five-year progress in direct sulfenylation of C-H bond on alkenes and arenes under transition metal-free conditions is reviewed and the corresponding reaction mechanisms are discussed.
- sulfenylation,
- transition metal-free condition,
- C-H bond,
- reaction mechanism
1. [1]
  (a) Kvasnika, M.; Urban, M.; Dickinson, N. J.; Sarek, J. Nat. Prod. Rep. 2015, 32, 1303.
  (b) Meng, D.; Chen, W.; Zhao, W. J. Nat. Prod. 2007, 70, 824.
  (c) Cremlyn, R. J. An Introduction to Organosulfur Chemistry, Wiley, New York, 1996.
  (d) Iino, H.; Usui, T.; Hanna, J.-I. Nat. Commun. 2015, 5, 6828.
  (e) Beletskaya, I. P.; Ananikov, V. P. Chem. Rev. 2011, 11, 1596.
2. [2]
  (a) Feng, M.; Tang, B.; Liang, S. H.; Jiang, X. Curr. Top. Med. Chem. 2016, 16, 1200.
  (b) Kim, S.; Dahal, N.; Kesharwani, T. Tetrahedron Lett. 2013, 54, 4373.
3. [3]
  (a) Boyd, D. A. Angew. Chem., Int. Ed. 2016, 55, 15486.
  (b) Wu, D.; Pisula, W.; Haberecht, M. C.; Feng, X.; Müllen, K. Org. Lett. 2009, 11, 5686.
  (c) Yang, S. M.; Shie, J. J.; Fang, J. M.; Nandy, S. K.; Chang, Y. Y. J. Org. Chem. 2002, 67, 5208.
4. [4]
  (a) Carretero, J. C. Chem. Commun. 2011, 47, 2207.
  (b) Pellisier, H. RSC Catalysis Series 2, Royal Society of Chemistry, Cambridge, 2009.
5. [5]
  (a) Kausar, A.; Zulfiqar, S.; Sarwar, M. I. Pol. Rev. 2014, 54, 185.
  (b) Rahate, A. S.; Nemade, K. R.; Waghuley, S. A. Rev. Chem. Eng. 2013, 29, 471.
  (c) Spassky, N. Phosphorus Sulfur Silicon Relat. Elem. 1993, 74, 71.
6. [6]
  (a) Hartwig, J. F. Nature 2008, 455, 314.
  (b) Lu, Q.; Zhang, J.; Wei, F. L.; Qi, Y.; Wang, H.; Liu, Z.; Lei, A. Angew. Chem., Int. Ed. 2013, 52, 7156.
  (c) Lu, Q.-Q.; Zhang, J.; Zhao, G.-L.; Qi, Y.; Wang, H.-M.; Lei, A. J. Am. Chem. Soc. 2013, 135, 11481.
7. [7]
  (a) Beletskaya, I. P.; Ananikov, V. P. Eur. J. Org. Chem. 2007, 2007, 3431.
  (b) Ley, S. V.; Thomas, A. W. Angew. Chem., Int. Ed. 2003, 42, 5400.
  (c) Shen, C.; Zhang, P.; Sun, Q.; Bai, S.; Hor, T. S. A.; Liu, X. Chem. Soc. Rev. 2015, 44, 291.
8. [8]
9. [9]
10. [10]
  (a) Nakazawa, T.; Xu, J.; Nishikawa, T.; Oda, T.; Fujita, A.; Ukai, K.; Mangindaan, R. E. P.; Rotinsulu, H.; Kobayashi, H.; Namikoshi, M. J. Nat. Prod. 2007, 70, 439.
  (b) Nielsen, S. F.; Olsen, G. M.; Liljefors, T.; Peters, D. J. Med. Chem. 2000, 43, 2217.
  (c) Mori, T.; Nishimura, T.; Yamamoto, T.; Doi, I.; Miyazaki, E.; Osaka, I.; Takimiya, K. J. Am. Chem. Soc. 2013, 135, 13900.
11. [11]
  (a) Varun, B. V.; Gadde, K.; Prabhu, K. R. Org. Lett. 2015, 17, 2944.
  (b) Cao, H.; Yuan, J.; Liu, C.; Hu, X.-Q.; Lei, A.-W. RSC Adv. 2015, 5, 41493.
  (c) Siddaraju, Y.; Prabhu, K. R. Org. Lett. 2016, 18, 6090.
  (d) Siddaraju, Y.; Prabhu, K. R. J. Org. Chem. 2018, 83, 2986.
  (e) Wang, D.; Liu, Z.; Wang, Z.; Ma, X.; Yu, P. Green Chem. 2019, 21, 157.
  (f) Chen, Q.; Yu, G.; Wang, X.; Ou, Y.; Huo, Y. Green Chem. 2019, 21, 798.
12. [12]
  (a) Ohkado, R.; Ishikawa, T.; Iida, H. Green Chem. 2018, 20, 984.
  (b) Guo, W.; Tan, W.; Zhao, M.; Tao, K.; Zheng, L.-Y.; Wu, Y.; Chen, D.; Fan, X.-L. RSC Adv. 2017, 7, 37739.
  (c) Zhang, H.; Bao, X.; Song, Y.; Qu, J.; Wang, B. Tetrahedron 2015, 71, 8885.
  (d) Bai, F.-C.; Zhang, S.; Wei, L.; Liu, Y.-Y. Asian J. Org. Chem. 2018, 7, 371.
13. [13]
  (a) Hiebel, M.; Berteina-Raboin, S. Green Chem. 2015, 17, 937.
  (b) Siddaraju, Y.; Prabhu, K. R. J. Org. Chem. 2016, 81, 7838.
  (c) Iida, H.; Demizu, R.; Ohkado, R. J. Org. Chem. 2018, 83, 12291.
  (d) Yuan, Y.; Cao, Y.; Qiao, J.; Lin, Y.; Jiang, X.; Weng, Y.; Tang, S.; Lei, A. Chin. J. Chem. 2019, 37, 49.
  (e) Rahaman, R.; Das, S.; Barman, P. Green Chem. 2018, 20, 141.
14. [14]
  Parumala, S. K. R.; Peddinti, R. K. Green Chem. 2015, 17, 4068. doi: 10.1039/C5GC00403A
15. [15]
  Wang, H.-H.; Shi, T.; Gao, W.-W.; Wang, Y.-Q.; Li, J.-F.; Jiang, Y.; Hou, Y.-S.; Chen, C.; Peng, X.; Wang, Z. Chem. Asian J. 2017, 12, 2675. doi: 10.1002/asia.201701163
16. [16]
  Xiao, F.-H.; Tian, J.-X.; Xing, Q.-Y.; Huang, H.-W.; Deng, G.-J.; Liu, Y.-J. ChemistrySelect 2017, 2, 428. doi: 10.1002/slct.201601549
17. [17]
  (a) Shanmugapriya, J.; Rajaguru, K.; Muthusubramanian, S.; Bhuvanesh, N. Eur. J. Org. Chem. 2016, 2016, 1963.
  (b) Huang, W.; Yang, G.-F. Bioorg. Med. Chem. 2006, 14, 8280.
18. [18]
  Kong, D.-L.; Huang, T.; Liang, M.; Wu, M.-S.; Lin, Q. Org. Biomol. Chem. 2019, 17, 830. doi: 10.1039/C8OB02800A
19. [19]
  Fan, W.; Chen, K.-Y.; Chen, Q.-P.; Li, G.-G.; Jiang, B. Org. Biomol. Chem. 2017, 15, 6493. doi: 10.1039/C7OB01515A
20. [20]
  (a) Liu, Y.; Badsara, S. S.; Liu, Y.; Lee, C. RSC Adv. 2015, 5, 44299.
  (b) Devi, N.; Rahaman, R.; Sarma, K.; Khan, T.; Barman, P. Eur. J. Org. Chem. 2017, 2017, 1520.
  (c) Rafique, J.; Saba, S.; Rosrio, A. R.; Braga, A. L. Chem. Eur. J. 2016, 22, 79.
  (d) Ji, X.-M.; Zhou, S.-J.; Chen, F.; Zhang, X.-G.; Tang, R.-Y. Synthesis 2015, 47, 659.
21. [21]
  Rodrigues, J.; Saba, S.; Joussef, A. C.; Rafique, J.; Braga, A. L. Asian J. Org. Chem. 2018, 5, 1819.
22. [22]
  Hazarika, S.; Gogoi, P.; Barman, P. RSC Adv. 2015, 5, 25765. doi: 10.1039/C5RA00677E
23. [23]
  Kawashima, H.; Yanagi, T.; Wu, C.-C.; Nogi, K.; Yorimitsu, H. Org. Lett. 2017, 19, 4552. doi: 10.1021/acs.orglett.7b02147
24. [24]
  Hostier, T.; Ferey, V.; Ricci, G.; Pardo, D. G.; Cossy, J. Org. Lett. 2015, 17, 3898. doi: 10.1021/acs.orglett.5b01889
25. [25]
  Nalbandian, C. J.; Brown, Z. E.; Alvarez, E.; Gustafson, J. L. Org. Lett. 2018, 20, 3211. doi: 10.1021/acs.orglett.8b01066
26. [26]
  Böhm, M. J.; Golz, C.; Rüter, I.; Alcarazo, M. Chem.-Eur. J. 2018, 24, 15026. doi: 10.1002/chem.201802806
27. [27]
  (a) Hagmann, W. K. J. Med. Chem. 2008, 51, 4359.
  (b) Meanwell, N. A. J. Med. Chem. 2011, 54, 2529.
  (c) Wang, J.; Sánchez-Roselló, M.; Aceña, J.; del Pozo, C.; Sorochinsky, A. E.; Fustero, S.; Soloshonok, V. A.; Liu, H. Chem. Rev. 2014, 114, 2432.
  (d) Landelle, G.; Panossian, A.; Leroux, F. R. Curr. Top. Med. Chem. 2014, 14, 941.
28. [28]
  (a) Toulgoat, F.; Alazet, S.; Billard, T. Eur. J. Org. Chem. 2014, 2014, 2415.
  (b) Shao, X.-X.; Xu, C.-F.; Lu, L.; Shen, Q. Acc. Chem. Res. 2015, 48, 1227.
  (c) Xu, X.-H.; Matsuzaki, K.; Shibata, N. Chem. Rev. 2015, 115, 731.
  (d) Chachignon, H.; Cahard, D. Chin. J. Chem. 2016, 34, 445.
29. [29]
  Jereb, M.; Gosak, K. Org. Biomol. Chem. 2015, 13, 3103. doi: 10.1039/C4OB02633K
30. [30]
  Horvat, M.; Jereb, M.; Iskra, J. Eur. J. Org. Chem. 2018, 2018, 3837. doi: 10.1002/ejoc.201800551
31. [31]
  Bonazaba Milandou, L. J. C.; Carreyre, H.; Alazet, S.; Greco, G.; Martin-Mingot, A.; Ouamba, J.-M.; Bouazza, F.; Billard, T.; Thibaudeau, S. Angew. Chem., Int. Ed. 2017, 56, 169. doi: 10.1002/anie.201609574
32. [32]
  Liu, S.; Zeng, X.; Xu, B. Asian J. Org. Chem. 2019, 8, 1372. doi: 10.1002/ajoc.201900358
33. [33]
  Lu, S.; Chen, W.; Shen, Q. Chin. Chem. Lett. 2019, 30, 2279.
34. [34]
  Zhang, P.; Li, M.; Xue, X.-S.; Xu, C.; Zhao, Q.; Liu, Y.; Wang, H.; Guo, Y.; Lu, L.; Shen, Q. J. Org. Chem. 2016, 81, 7486. doi: 10.1021/acs.joc.6b01178
35. [35]
  Wang, D.; Zhang, R.; Lin, S.; Yan, Z.; Guo, S. M. RSC Adv. 2015, 5, 108030. doi: 10.1039/C5RA24351C
36. [36]
  Xiao, F.; Chen, S.; Tian, J.; Huang, H.; Liu, Y.; Deng, G. Green Chem. 2016, 18, 1538. doi: 10.1039/C5GC02292D
37. [37]
  Xu, Z.; Lu, G.; Cai, C. Org. Biomol. Chem. 2017, 15, 2804. doi: 10.1039/C6OB02823C
38. [38]
  Lin, Y.-M.; Lu, G.-P.; Wang, G.-X.; Yi, W.-B. Adv. Synth. Catal. 2016, 358, 4100. doi: 10.1002/adsc.201600846
39. [39]
  Yan, Q.; Jiang, L.; Yi, W.-B.; Liu, Q.; Zhang, W. Adv. Synth. Catal. 2017, 359, 2471. doi: 10.1002/adsc.201700270
40. [40]
  Huang, Z.; Matsubara, O.; Jia, S.; Tokunaga, E.; Shibata, N. Org. Lett. 2017, 19, 934.
41. [41]
  (a) Zhao, X.; Wei, A.; Yang, B.; Li, T.; Li, Q.; Qiu, D.; Lu, K. J. Org. Chem. 2017, 82, 9175.
  (b) Zhao, X.; Zheng, X.; Tian, M.; Sheng, J.; Tong, Y.; Lu, K. Tetrahedron 2017, 73, 7233.
42. [42]
  Chachignon, H.; Maeno, M.; Kondo, H.; Shibata, N.; Cahard, D. Org. Lett. 2016, 18, 2467. doi: 10.1021/acs.orglett.6b01026
43. [43]
  Liu, J.; Zhao, X.; Jiang, L.; Yi, W.-B. Adv. Synth. Catal. 2018, 360, 4012. doi: 10.1002/adsc.201800702
44. [44]
  Fernandez-Salas, J.; Pulis, A.; Procter, D. J. Chem. Commun. 2016, 52, 12364. doi: 10.1039/C6CC07627K
45. [45]
  Chen, D.; Feng, Q.; Yang, Y.; Cai, X.; Wang, F.; Huang, S. Chem. Sci. 2017, 8, 1601. doi: 10.1039/C6SC04504A
46. [46]
  (a) Yang, X.; Yan, R. Org. Biomol. Chem. 2017, 15, 3571.
  (b) Wang, T.; Yang, F.; Tian, S. Adv. Synth. Catal. 2015, 357, 928.
  (c) Rahaman, R.; Devi, N.; Sarmaa, K.; Barman, P. RSC Adv. 2016, 6, 10873.
  (d) Bagdi, A. K.; Mitra, S.; Ghosh, M.; Hajra, A. Org. Biomol. Chem. 2015, 13, 3314.
  (e) Rong, G.; Mao, J.; Yan, H.; Zheng, Y.; Zhang, G. J. Org. Chem. 2015, 80, 4697.
47. [47]
  Pang, X.; Xiang, L. K.; Yang, X. D.; Yan, R. L. Adv. Synth. Catal. 2016, 358, 321. doi: 10.1002/adsc.201500943
48. [48]
  Zhao, X.; Li, T. J.; Zhang, L. P.; Lu, K. Org. Biomol. Chem. 2016, 14, 1131. doi: 10.1039/C5OB02193F
49. [49]
  Zhao, X.; Deng, Z. J.; Wei, A. Q.; Li, B. Y.; Lu, K. Org. Biomol. Chem. 2016, 14, 7304. doi: 10.1039/C6OB01006G
50. [50]
51. [51]
  Li, J.; Zhu, D.; Lv, L.; Li, C.-J. Chem. Sci. 2018, 9, 5781. doi: 10.1039/C8SC01669K
52. [52]
  Liu, P.; Liu, W.; Li, C.-J. J. Am. Chem. Soc. 2017, 139, 14315. doi: 10.1021/jacs.7b08685
53. [53]
  (a) Wadman, M. Nature 2006, 440, 277
  (b) Williams, R. B.; Norris, A.; Slebodnick, C.; Merola, J.; Miller, J. S.; Andriantsiferana, R.; Rasamison, V. E.; Kingston, D. G. J. Nat. Prod. 2005, 68, 1371.
  (c) Waser, J.; Gaspar, B.; Nambu, H.; Carreira, E. M. J. Am. Chem. Soc. 2006, 128, 11693.
  (d) Lin, Y.-M.; Lu, G.-P.; Wang, R.-K.; Yi, W.-B. Org. Lett. 2016, 18, 6424.
54. [54]
  Zhao, W.; Xie, P.; Bian, Z.; Zhou, A.; Ge, H.; Niu, B.; Ding, Y. RSC Adv. 2015, 5, 59861. doi: 10.1039/C5RA10763F
55. [55]
  Ding, Y.; Zhao, W.; Li, Y.; Xie, P.; Wu, W.; Zhou, A.; Huang, Y.; Liu, Y. Org. Biomol. Chem. 2016, 14, 1428. doi: 10.1039/C5OB02073E
56. [56]
  Guo, T. Synth. Commun. 2017, 47, 2053. doi: 10.1080/00397911.2017.1364766
57. [57]
  Zhao, W.; Xie, P.; Bian, Z.; Zhou, A.-H.; Ge, H.-B.; Zhang, M.; Ding, Y.; Zheng, L. J. Org. Chem. 2015, 80, 9167. doi: 10.1021/acs.joc.5b01602
58. [58]
  Liu, W.-J.; Wang, S.-H.; Cai, Z.-H.; Li, Z.-Y.; Liu, J.-W.; Wang, A.-D. Synlett 2018, 29, 116. doi: 10.1055/s-0036-1588549
59. [59]
  Wan, J.-P.; Zhong, S.; Xie, L.; Cao, X.; Liu, Y.; Wei, L. Org. Lett. 2016, 18, 584.
60. [60]
  Bai, F.-C.; Zhang, S.; Wei, L.; Liu, Y.-Y. Asian J. Org. Chem. 2018, 7, 371. doi: 10.1002/ajoc.201700677
61. [61]
  Siddaraju, Y.; Prabhu, K. R. J. Org. Chem. 2017, 82, 3084. doi: 10.1021/acs.joc.7b00073
62. [62]
  Xiao, F.-H.; Wang, D.; Yuan, S.; Huang, H.; Deng, G.-J. RSC Adv. 2018, 8, 23319.
63. [63]
  Fu, H.; Zhao, B.-T.; Zhu, W.-M. Tetrahedron Letters 2019, 60, 124. doi: 10.1016/j.tetlet.2018.11.072
64. [64]
  Yang, F.-L.; Gui, Y.; Yu, B.-K.; Jin, Y.-X.; Tian, S.-K. Adv. Synth. Catal. 2016, 358, 3368. doi: 10.1002/adsc.201600795
65. [65]
  (a) Bao, Y.; Yang, X.-Q.; Zhou, Q.-F.; Yang, F. L.; Org. Lett. 2018, 20, 1966.
  (b) Bao, Y.; Zhong, L.-Y.; Hou, Q.; Zhou, Q.-F.; Yang, F.-L. Chin. J. Chem. 2018, 36, 1063.
66. [66]
  Deng, L.-L.; Liu, Y.-Y. ACS Omega 2018, 3, 11890. doi: 10.1021/acsomega.8b01946
67. [67]
  Guo, T.; Wei, X.-N. Synlett 2017, 28, 2499. doi: 10.1055/s-0036-1589083
68. [68]
  Yang, Z.; Yan, Y.; Li, A.; Liao, J.; Zhang, L.; Yang, T.; Zhou, C. New J. Chem. 2018, 42, 14738. doi: 10.1039/C8NJ03461C
69. [69]
  Dong, Y.-T.; Jin, Q.; Zhou, L.; Chen, J. Org. Lett. 2016, 18, 5708. doi: 10.1021/acs.orglett.6b02939
70. [70]
  Bu, M.; Lu, G.; Cai, C. Org. Chem. Front. 2017, 4, 266. doi: 10.1039/C6QO00622A
71. [71]
  Li, G.; Zhang, G.; Deng, X.; Qu, K.; Wang, H.; Wei, W.; Yang, D. Org. Biomol. Chem. 2018, 16, 8015.
1. [1]
  Wei-Bin Li , Xiao-Chao Huang , Pei Liu , Jie Kong , Guo-Ping Yang . Recent advances in directing group assisted transition metal catalyzed para-selective C-H functionalization. Chinese Chemical Letters, 2025, 36(6): 110543-. doi: 10.1016/j.cclet.2024.110543
2. [2]
  Peng YUE , Liyao SHI , Jinglei CUI , Huirong ZHANG , Yanxia GUO . Effects of Ce and Mn promoters on the selective oxidation of ammonia over V₂O₅/TiO₂ catalyst. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 293-307. doi: 10.11862/CJIC.20240210
3. [3]
  Tao Zhou , Jing Zhou , Yunyun Liu , Jie-Ping Wan , Fen-Er Chen . Transition metal-free tunable synthesis of 3-(trifluoromethylthio) and 3-trifluoromethylsulfinyl chromones via domino C–H functionalization and chromone annulation of enaminones. Chinese Chemical Letters, 2024, 35(11): 109683-. doi: 10.1016/j.cclet.2024.109683
4. [4]
  Guoju Guo , Xufeng Li , Jie Ma , Yongjia Shi , Jian Lv , Daoshan Yang . Photocatalyst/metal-free sequential C–N/C–S bond formation: Synthesis of S-arylisothioureas via photoinduced EDA complex activation. Chinese Chemical Letters, 2024, 35(11): 110024-. doi: 10.1016/j.cclet.2024.110024
5. [5]
  Jianhui Yin , Wenjing Huang , Changyong Guo , Chao Liu , Fei Gao , Honggang Hu . Tryptophan-specific peptide modification through metal-free photoinduced N-H alkylation employing N-aryl glycines. Chinese Chemical Letters, 2024, 35(6): 109244-. doi: 10.1016/j.cclet.2023.109244
6. [6]
  Huixin Chen , Chen Zhao , Hongjun Yue , Guiming Zhong , Xiang Han , Liang Yin , Ding Chen . Unraveling the reaction mechanism of high reversible capacity CuP₂/C anode with native oxidation PO_x component for sodium-ion batteries. Chinese Chemical Letters, 2025, 36(1): 109650-. doi: 10.1016/j.cclet.2024.109650
7. [7]
  Xiaodan Wang , Yingnan Liu , Zhibin Liu , Zhongjian Li , Tao Zhang , Yi Cheng , Lecheng Lei , Bin Yang , Yang Hou . Highly efficient electrosynthesis of H₂O₂ in acidic electrolyte on metal-free heteroatoms co-doped carbon nanosheets and simultaneously promoting Fenton process. Chinese Chemical Letters, 2024, 35(7): 108926-. doi: 10.1016/j.cclet.2023.108926
8. [8]
  Qiongqiong Wan , Yanan Xiao , Guifang Feng , Xin Dong , Wenjing Nie , Ming Gao , Qingtao Meng , Suming Chen . Visible-light-activated aziridination reaction enables simultaneous resolving of C=C bond location and the sn-position isomers in lipids. Chinese Chemical Letters, 2024, 35(4): 108775-. doi: 10.1016/j.cclet.2023.108775
9. [9]
  Xin Li , Jia-Min Lu , Bo Li , Chen Zhao , Bei-Bei Yang , Li Li . Chiroptical sensing for remote chiral amines via a C–H activation reaction. Chinese Chemical Letters, 2025, 36(5): 110310-. doi: 10.1016/j.cclet.2024.110310
10. [10]
  Jian Han , Li-Li Zeng , Qin-Yu Fei , Yan-Xiang Ge , Rong-Hui Huang , Fen-Er Chen . Recent advances in remote C(sp³)–H functionalization via chelating group-assisted metal-catalyzed chain-walking reaction. Chinese Chemical Letters, 2024, 35(11): 109647-. doi: 10.1016/j.cclet.2024.109647
11. [11]
  Shulei Hu , Yu Zhang , Xiong Xie , Luhan Li , Kaixian Chen , Hong Liu , Jiang Wang . Rh(Ⅲ)-catalyzed late-stage C-H alkenylation and macrolactamization for the synthesis of cyclic peptides with unique Trp(C7)-alkene crosslinks. Chinese Chemical Letters, 2024, 35(8): 109408-. doi: 10.1016/j.cclet.2023.109408
12. [12]
  Pengfei Zhang , Qingxue Ma , Zhiwei Jiang , Xiaohua Xu , Zhong Jin . Transition-metal-catalyzed remote meta-C—H alkylation and alkynylation of aryl sulfonic acids enabled by an indolyl template. Chinese Chemical Letters, 2024, 35(8): 109361-. doi: 10.1016/j.cclet.2023.109361
13. [13]
  Yan Guo , Hongtao Bian , Le Yu , Jiani Ma , Yu Fang . Photochemical reaction mechanism of benzophenone protected guanosine at N7 position. Chinese Chemical Letters, 2025, 36(3): 109971-. doi: 10.1016/j.cclet.2024.109971
14. [14]
  Haixia Wu , Kailu Guo . Sulfur reduction reaction mechanism elucidated with in situ Raman spectroscopy. Chinese Chemical Letters, 2025, 36(6): 110654-. doi: 10.1016/j.cclet.2024.110654
15. [15]
  Yi Luo , Lin Dong . Multicomponent remote C(sp²)-H bond addition by Ru catalysis: An efficient access to the alkylarylation of 2H-imidazoles. Chinese Chemical Letters, 2024, 35(10): 109648-. doi: 10.1016/j.cclet.2024.109648
16. [16]
  Chunhui Zhang , Jie Wang , Jieyang Zhan , Runmin Yang , Guanggang Gao , Jiayuan Zhang , Linlin Fan , Mengqi Wang , Hong Liu . Highly sensitive hydrazine detection through a novel Raman scattering quenching mechanism enabled by a crystalline and noble metal–free polyoxometalate substrate. Chinese Chemical Letters, 2025, 36(3): 109719-. doi: 10.1016/j.cclet.2024.109719
17. [17]
  Xiangyang Ji , Yishuang Chen , Peng Zhang , Shaojia Song , Jian Liu , Weiyu Song . Boosting the first C–H bond activation of propane on rod-like V/CeO₂ catalyst by photo-assisted thermal catalysis. Chinese Chemical Letters, 2025, 36(5): 110719-. doi: 10.1016/j.cclet.2024.110719
18. [18]
  Chunxiu Yu , Zelin Wu , Hongle Shi , Lingyun Gu , Kexin Chen , Chuan-Shu He , Yang Liu , Heng Zhang , Peng Zhou , Zhaokun Xiong , Bo Lai . Insights into the electron transfer mechanisms of peroxydisulfate activation by modified metal-free acetylene black for degradation of sulfisoxazole. Chinese Chemical Letters, 2024, 35(8): 109334-. doi: 10.1016/j.cclet.2023.109334
19. [19]
  Lang Gao , Cen Zhou , Rui Wang , Feng Lan , Bohang An , Xiaozhou Huang , Xiao Zhang . Unveiling inverse vulcanized polymers as metal-free, visible-light-driven photocatalysts for cross-coupling reactions. Chinese Chemical Letters, 2024, 35(4): 108832-. doi: 10.1016/j.cclet.2023.108832
20. [20]
  Xiuwen Xu , Quan Zhou , Yacong Wang , Yunjie He , Qiang Wang , Yuan Wang , Bing Chen . Expanding the toolbox of metal-free organic halide perovskite for X-ray detection. Chinese Chemical Letters, 2024, 35(9): 109272-. doi: 10.1016/j.cclet.2023.109272

Get Citation

PDF

XML

Metrics

PDF Downloads(21)
Abstract views(1375)
HTML views(221)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142