Citation: Wei Zhou, Xi Chen, Lin Lu, Xian-Rong Song, Mu-Jia Luo, Qiang Xiao. Recent advances in electrocatalytic generation of indole-derived radical cations and their applications in organic synthesis[J]. Chinese Chemical Letters, ;2024, 35(4): 108902. doi: 10.1016/j.cclet.2023.108902 shu

Recent advances in electrocatalytic generation of indole-derived radical cations and their applications in organic synthesis

Key Laboratory of Organic Chemistry of Jiangxi Province, Jiangxi Science & Technology Normal University, Nanchang 330013, China

luomjchem@163.com

xiaoqiang@tsinghua.org.cn

Received Date: 21 May 2023
Revised Date: 3 August 2023
Accepted Date: 5 August 2023
Available Online: 9 August 2023

Figures(39)

Indole-derived radical cations, open-shell reactive species, display distinctive dual reactivity due to the carbon-centered radical and more electrophilic carbocation, which frequently appear in a variety of single electron oxidation reactions for synthesizing structurally diverse functionalized indoles and indolines. Electrocatalysis is considered as a synthetically attractive and environmentally friendly alternative for driving the single electron oxidation of indoles. Remarkable achievements in electrocatalytic indole-derived radical cation-mediated indole functionalization have been realized so far. This review comprehensively summarizes the recent progresses in the applications of electrocatalytic indole radical cations, including C(sp²)–H functionalization, dearomative 2,3-difunctionalization, and ring-opening reaction, emphasizing the vital single electron oxidation steps of indoles, the substrates scope and limitations, and the reaction mechanisms.
- Electrocatalysis,
- Indole radical cation,
- C-H functionalizatin,
- Dearomative 2,3-difunctionalization
1. [1]
  J. Kochanowska-Karamyan, M.T. Hamann, Chem. Rev. 110 (2010) 4489–4497. doi: 10.1021/cr900211p
2. [2]
  T.P. Singh, O.M. Singh, Mini-Rev. Med. Chem. 18 (2018) 9–25.
3. [3]
  E. Mahmoud, A.M. Hayallah, S. Kovacic, D. Abdelhamid, M. Abdel-Aziz, Pharmacol. Rep. 74 (2022) 570–582. doi: 10.1007/s43440-022-00370-3
4. [4]
  H. Sun, K. Sun, J. Sun, Molecules 28 (2023) 2204. doi: 10.3390/molecules28052204
5. [5]
  M. Sechi, M. Derudas, R. Dallocchio, et al., J. Med. Chem. 47 (2004) 5298–5310. doi: 10.1021/jm049944f
6. [6]
  M.Z. Zhang, Q. Chen, G.F. Yang, Eur. J. Med. Chem. 89 (2015) 421–441. doi: 10.1016/j.ejmech.2014.10.065
7. [7]
  A.A. Festa, L.G. Voskressensky, E.V. Van der Eycken, Chem. Soc. Rev. 48 (2019) 4401–4423. doi: 10.1039/c8cs00790j
8. [8]
  C. Zheng, S.L. You, Nat. Prod. Rep. 36 (2019) 1589–1605. doi: 10.1039/c8np00098k
9. [9]
  S. Liu, F. Zhao, X. Chen, G.J. Deng, H. Huang, Adv. Synth. Catal. 362 (2020) 3795–3823. doi: 10.1002/adsc.202000285
10. [10]
  B. Prabagar, Y. Yang, Z. Shi, Chem. Soc. Rev. 50 (2021) 11249–11269. doi: 10.1039/d0cs00334d
11. [11]
  A. Umani-Ronchi, M. Bandini, A. Melloni, A. Umani-Ronchi, Synlett 2005 (2005) 1199–1222. doi: 10.1055/s-2005-865210
12. [12]
  M. Bandini, A. Eichholzer, Angew. Chem. Int. Ed. 48 (2009) 9608–9644. doi: 10.1002/anie.200901843
13. [13]
  F. Köleli, D. Dundar, J. Appl. Polym. Sci. 109 (2008) 3044–3049. doi: 10.1002/app.28474
14. [14]
  F. Zhao, Z.Q. Liu, J. Biochem. Mol. Toxicol. 23 (2009) 273–279. doi: 10.1002/jbt.20289
15. [15]
  T. Horibe, S. Ohmura, K. Ishihara, J. Am. Chem. Soc. 141 (2019) 1877–1881. doi: 10.1021/jacs.8b12827
16. [16]
  M.J. Luo, Q. Xiao, J.H. Li, Chem. Soc. Rev. 51 (2022) 7206–7237. doi: 10.1039/d2cs00013j
17. [17]
  E.C. Gentry, L.J. Rono, M.E. Hale, R. Matsuura, R.R. Knowles, J. Am. Chem. Soc. 140 (2018) 3394–3402. doi: 10.1021/jacs.7b13616
18. [18]
  Y.Z. Cheng, Q.R. Zhao, X. Zhang, S.L. You, Angew. Chem. Int. Ed. 58 (2019) 18069–18074. doi: 10.1002/anie.201911144
19. [19]
  V. Rathore, S. Kumar, Green Chem. 21 (2019) 2670–2676. doi: 10.1039/c9gc00007k
20. [20]
  X. Yu, Q.Y. Meng, C.G. Daniliuc, A. Studer, J. Am. Chem. Soc. 144 (2022) 7072–7079. doi: 10.1021/jacs.2c01735
21. [21]
  P. Ji, X. Meng, J. Chen, et al., Chem. Sci. 14 (2023) 3332–3337. doi: 10.1039/d3sc00060e
22. [22]
  P. Xiong, H.C. Xu, Acc. Chem. Res. 52 (2019) 3339–3350. doi: 10.1021/acs.accounts.9b00472
23. [23]
  K.J. Jiao, Y.K. Xing, Q.L. Yang, H. Qiu, T.S. Mei, Acc. Chem. Res. 53 (2020) 300–310. doi: 10.1021/acs.accounts.9b00603
24. [24]
  K. Yamamoto, M. Kuriyama, O. Onomura, Acc. Chem. Res. 53 (2020) 105–120. doi: 10.1021/acs.accounts.9b00513
25. [25]
  T. Wirtanen, T. Prenzel, J.P. Tessonnier, S.R. Waldvogel, Chem. Rev. 121 (2021) 10241–10270. doi: 10.1021/acs.chemrev.1c00148
26. [26]
  C. Ma, P. Fang, Z.R. Liu, et al., Sci. Bull. 66 (2021) 2412–2429. doi: 10.1016/j.scib.2021.07.011
27. [27]
  G.A. Coppola, S. Pillitteri, E.V. Van der Eycken, S.L. You, U.K. Sharma, Chem. Soc. Rev. 51 (2022) 2313–2382. doi: 10.1039/d1cs00510c
28. [28]
  X. Cheng, A. Lei, T.S. Mei, et al., CCS Chem. 4 (2022) 1120–1152. doi: 10.31635/ccschem.021.202101451
29. [29]
  Y. Li, L. Wen, W. Guo, Chem. Soc. Rev. 52 (2023) 1168–1188. doi: 10.1039/d3cs00009e
30. [30]
  Z. Yang, W. Shi, H. Alhumade, H. Yi, A. Lei, Nat. Synth. 2 (2023) 217–230. doi: 10.1038/s44160-022-00221-2
31. [31]
  J.A. Leitch, Y. Bhonoah, C.G. Frost, ACS Catal. 7 (2017) 5618–5627. doi: 10.1021/acscatal.7b01785
32. [32]
  R.A. Jagtap, B. Punji, Asian J. Org. Chem. 9 (2020) 326–342. doi: 10.1002/ajoc.201900554
33. [33]
  K. Urbina, D. Tresp, K. Sipps, M. Szostak, Adv. Synth. Catal. 363 (2021) 2723–2739. doi: 10.1002/adsc.202100116
34. [34]
  P. Bhattacharjee, U. Bora, Org. Chem. Front. 8 (2021) 2343–2365. doi: 10.1039/d0qo01466d
35. [35]
  L. Yang, Z. Liu, Y. Li, et al., Org. Lett. 21 (2019) 7702–7707. doi: 10.1021/acs.orglett.9b02433
36. [36]
  Y. Yu, Y. Yuan, H. Liu, et al., Chem. Commun. 55 (2019) 1809–1812. doi: 10.1039/c8cc09899a
37. [37]
  D.Z. Lin, J.M. Huang, Org. Lett. 21 (2019) 5862–5866. doi: 10.1021/acs.orglett.9b01971
38. [38]
  L. Sun, X. Zhang, C. Wang, et al., Green Chem. 21 (2019) 2732–2738. doi: 10.1039/c9gc00913b
39. [39]
  X. Dong, R. Wang, W. Jin, C. Liu, Org. Lett. 22 (2020) 3062–3066. doi: 10.1021/acs.orglett.0c00814
40. [40]
  Y. Yu, J.S. Zhong, K. Xu, Y. Yuan, K.Y. Ye, Adv. Synth. Catal. 362 (2020) 2102–2119. doi: 10.1002/adsc.201901520
41. [41]
  F. Ling, D. Cheng, T. Liu, et al., Green Chem. 23 (2021) 4107–4113. doi: 10.1039/d1gc00661d
42. [42]
  P. Lu, W. Zhuang, L. Lu, et al., J. Org. Chem. 87 (2022) 10967–10981. doi: 10.1021/acs.joc.2c01238
43. [43]
  J.M. Monti, Drugs Today 46 (2010) 183–193. doi: 10.1358/dot.2010.46.3.1437247
44. [44]
  D. Borkin, J. Pollock, K. Kempinska, et al., J. Med. Chem. 59 (2016) 892–913. doi: 10.1021/acs.jmedchem.5b01305
45. [45]
  H.A. Blair, Drugs 78 (2018) 1741–1750. doi: 10.1007/s40265-018-1005-4
46. [46]
  K. Yoshida, J. Am. Chem. Soc. 99 (1977) 6111–6113. doi: 10.1021/ja00460a052
47. [47]
  M.A. Carvalho, S. Demin, C. Martinez-Lamenca, et al., Chem. Eur. J. 28 (2022) e202103384. doi: 10.1002/chem.202103384
48. [48]
  L. Li, Z.W. Hou, P. Li, L. Wang, Org. Lett. 23 (2021) 5983–5987. doi: 10.1021/acs.orglett.1c02063
49. [49]
  A.R. Murphy, J.M.J. Fréchet, Chem. Rev. 107 (2007) 1066–1096. doi: 10.1021/cr0501386
50. [50]
  C. Wang, H. Dong, W. Hu, Y. Liu, D. Zhu, Chem. Rev. 112 (2012) 2208–2267. doi: 10.1021/cr100380z
51. [51]
  A. Biffis, P. Centomo, A.D. Zotto, M. Zecca, Chem. Rev. 118 (2018) 2249–2295. doi: 10.1021/acs.chemrev.7b00443
52. [52]
  Q. Zhang, B.F. Shi, Chin. J. Chem. 37 (2019) 647–656. doi: 10.1002/cjoc.201900090
53. [53]
  S. Bansal, A.B. Shabade, B. Punji, Adv. Synth. Catal. 363 (2021) 1998–2022. doi: 10.1002/adsc.202001498
54. [54]
  H. Zhang, L. Hu, K. Yu, L.L. Lou, S. Liu, New J. Chem. 46 (2022) 8037–8042. doi: 10.1039/d2nj00205a
55. [55]
  S.R. Kandukuri, J.A. Schiffner, M. Oestreich, Angew. Chem. Int. Ed. 51 (2012) 1265–1269. doi: 10.1002/anie.201106927
56. [56]
  G. Wu, W. Su, Org. Lett. 15 (2013) 5278–5281. doi: 10.1021/ol402503z
57. [57]
  A. Carral-Menoyo, N. Sotomayor, E. Lete, Trends Chem. 4 (2022) 495–511. doi: 10.1016/j.trechm.2022.03.007
58. [58]
  M. Petrini, Chem. Eur. J. 23 (2017) 16115–16151. doi: 10.1002/chem.201702124
59. [59]
  S. Pradhan, P.B. De, T.A. Shah, T. Punniyamurthy, Chem. Asian J. 15 (2020) 4184–4198. doi: 10.1002/asia.202001159
60. [60]
  X. Hu, L. Nie, G. Zhang, A. Lei, Angew. Chem. Int. Ed. 59 (2020) 15238–15243. doi: 10.1002/anie.202003656
61. [61]
  M. Shiri, M.A. Zolfigol, H.G. Kruger, Z. Tanbakouchian, Chem. Rev. 110 (2010) 2250–2293. doi: 10.1021/cr900195a
62. [62]
  I.J. Praveen, P.S. Parameswaran, M.S. Majik, Synthesis 47 (2015) 1827–1837. doi: 10.1055/s-0034-1380415
63. [63]
  D. Xia, Y. Wang, Z. Du, Q.Y. Zheng, C. Wang, Org. Lett. 14 (2012) 588–591. doi: 10.1021/ol203199m
64. [64]
  C. Huo, C. Sun, C. Wang, X. Jia, W. Chang, ACS Sustain. Chem. Eng. 1 (2013) 549–553. doi: 10.1021/sc400033t
65. [65]
  A. Srivastava, S.S. Patel, N. Chandna, N. Jain, J. Org. Chem. 81 (2016) 11664–11670. doi: 10.1021/acs.joc.6b02058
66. [66]
  K.S. Du, J.M. Huang, Org. Lett. 20 (2018) 2911–2915. doi: 10.1021/acs.orglett.8b00968
67. [67]
  P.K. Jat, K.K. Dabaria, R. Bai, L. Yadav, S.S. Badsara, J. Org. Chem. 87 (2022) 12975–12985. doi: 10.1021/acs.joc.2c01524
68. [68]
  J.H. Qin, M.J. Luo, D.L. An, J.H. Li, Angew. Chem. Int. Ed. 60 (2021) 1861–1868. doi: 10.1002/anie.202011657
69. [69]
  D.M. Heard, A.J.J. Lennox, Angew. Chem. Int. Ed. 59 (2020) 18866–18884. doi: 10.1002/anie.202005745
70. [70]
  R.S.J. Proctor, R.J. Phipps, Angew. Chem. Int. Ed. 58 (2019) 13666–13699. doi: 10.1002/anie.201900977
71. [71]
  W. Meng, K. Xu, B. Guo, C. Zeng, Chin. J. Org. Chem. 42 (2021) 2621–2635. doi: 10.6023/cjoc202102001
72. [72]
  J. Dong, Y. Liu, Q. Wang, Chin. J. Org. Chem. 41 (2021) 3771–3791. doi: 10.6023/cjoc202104024
73. [73]
  X. Chen, H. Liu, H. Gao, et al., J. Org. Chem. 87 (2022) 1056–1064. doi: 10.1021/acs.joc.1c02346
74. [74]
  X. Peng, J. Zhao, G. Ma, et al., Green Chem. 23 (2021) 8853–8858. doi: 10.1039/d1gc02821a
75. [75]
  Y. Zhang, Z. Lin, L. Ackermann, Chem. Eur. J. 27 (2021) 242–246. doi: 10.1002/chem.202004229
76. [76]
  N. Zhou, J. Zhao, C. Sun, et al., J. Org. Chem. 86 (2021) 16059–16067. doi: 10.1021/acs.joc.1c01271
77. [77]
  N. Zhou, J. Yu, L. Hou, et al., Adv. Synth. Catal. 364 (2022) 35–40. doi: 10.1002/adsc.202100958
78. [78]
  K. Moonen, I. Laureyn, C.V. Stevens, Chem. Rev. 104 (2004) 6177–6216. doi: 10.1021/cr030451c
79. [79]
  M. Pramanik, N. Chatterjee, S. Das, K.D. Saha, A. Bhaumik, Chem. Commun. 49 (2013) 9461–9463. doi: 10.1039/c3cc44989k
80. [80]
  Y.H. Budnikova, E.L. Dolengovsky, M.V. Tarasov, T.V. Gryaznova, Front. Chem. 10 (2022) 1054116. doi: 10.3389/fchem.2022.1054116
81. [81]
  Y. Yuan, J. Qiao, Y. Cao, et al., Chem. Commun. 55 (2019) 4230–4233. doi: 10.1039/c9cc00975b
82. [82]
  Y. Deng, S. You, M. Ruan, et al., Adv. Synth. Catal. 363 (2021) 464–469. doi: 10.1002/adsc.202000997
83. [83]
  D. Zhang, D. Ruan, J. Li, et al., Phytochemistry 174 (2020) 112337. doi: 10.1016/j.phytochem.2020.112337
84. [84]
  N. Wang, P. Saidhareddy, X. Jiang, Nat. Prod. Rep. 37 (2020) 246–275. doi: 10.1039/c8np00093j
85. [85]
  P. Wang, S. Tang, P. Huang, A. Lei, Angew. Chem. Int. Ed. 56 (2017) 3009–3013. doi: 10.1002/anie.201700012
86. [86]
  X.Y. Jiao, W.G. Bentrude, J. Am. Chem. Soc. 121 (1999) 6088–6089. doi: 10.1021/ja984460s
87. [87]
  Y.Z. Zhang, Z.Y. Mo, H.S. Wang, et al., Green Chem. 21 (2019) 3807–3811. doi: 10.1039/c9gc01201j
88. [88]
  G. Huang, B. Yin, Adv. Synth. Catal. 361 (2019) 405–425. doi: 10.1002/adsc.201800789
89. [89]
  K. Liu, Y. Deng, W. Song, C. Song, A. Lei, Chin. J. Chem. 38 (2020) 1070–1074. doi: 10.1002/cjoc.202000194
90. [90]
  F.T. Sheng, J.Y. Wang, W. Tan, Y.C. Zhang, F. Shi, Org. Chem. Front. 7 (2020) 3967–3998. doi: 10.1039/d0qo01124j
91. [91]
  Y.Z. Cheng, Z. Feng, X. Zhang, S.L. You, Chem. Soc. Rev. 51 (2022) 2145–2170. doi: 10.1039/c9cs00311h
92. [92]
  L. Kong, M. Wang, F. Zhang, M. Xu, Y. Li, Org. Lett. 18 (2016) 6124–6127. doi: 10.1021/acs.orglett.6b03131
93. [93]
  D. Zhao, Y. Pan, S. Guo, et al., J. Org. Chem. 87 (2022) 16867–16872. doi: 10.1021/acs.joc.2c02073
94. [94]
  H. Tanaka, N. Ukegawa, M. Uyanik, K. Ishihara, J. Am. Chem. Soc. 144 (2022) 5756–5761. doi: 10.1021/jacs.2c01852
95. [95]
  B. Yin, L. Wang, S. Inagi, T. Fuchigami, Tetrahedron 66 (2010) 6820–6825. doi: 10.1016/j.tet.2010.06.063
96. [96]
  H. Ding, P.L. DeRoy, C. Perreault, et al., Angew. Chem. Int. Ed. 54 (2015) 4818–4822. doi: 10.1002/anie.201411663
97. [97]
  J. Wu, Y. Dou, R. Guillot, C. Kouklovsky, G. Vincent, J. Am. Chem. Soc. 141 (2019) 2832–2837. doi: 10.1021/jacs.8b13371
98. [98]
  S. Zhang, L. Li, P. Wu, et al., Adv. Synth. Catal. 361 (2019) 485–489. doi: 10.1002/adsc.201801173
99. [99]
  N. Fu, G.S. Sauer, A. Saha, A. Loo, S. Lin, Science 357 (2017) 575–579. doi: 10.1126/science.aan6206
100. [100]
  J.C. Siu, J.B. Parry, S. Lin, J. Am. Chem. Soc. 1141 (2019) 2825–2831. doi: 10.1021/jacs.8b13192
101. [101]
  C.Y. Cai, Y.T. Zheng, J.F. Li, H.C. Xu, J. Am. Chem. Soc. 144 (2022) 11980–11985. doi: 10.1021/jacs.2c05126
102. [102]
  K. Liu, W. Song, Y. Deng, et al., Nat. Commun. 11 (2020) 3. doi: 10.1038/s41467-019-13829-4
103. [103]
  Z.Y. Mo, X.Y. Wang, Y.Z. Zhang, et al., Org. Biomol. Chem. 18 (2020) 3832–3837. doi: 10.1039/d0ob00157k
104. [104]
  X. Peng, L. Wen, Z. Ning, et al., Org. Chem. Front. 9 (2022) 3800–3806. doi: 10.1039/d2qo00670g
105. [105]
  X. Liu, D. Yang, Z. Liu, et al., J. Am. Chem. Soc. 145 (2023) 3175–3186. doi: 10.1021/jacs.2c12902
106. [106]
  A.W.G. Burgett, Q. Li, Q. Wei, P.G. Harran, Angew. Chem. Int. Ed. 42 (2003) 4961–4966. doi: 10.1002/anie.200352577
107. [107]
  Q.X. Wu, M.S. Crews, M. Draskovic, et al., Org. Lett. 12 (2010) 4458–4461. doi: 10.1021/ol101396n
108. [108]
  R. Beaud, R. Guillot, C. Kouklovsky, G. Vincent, Angew. Chem. Int. Ed. 51 (2012) 12546–12550. doi: 10.1002/anie.201206611
109. [109]
  K. Liu, S. Tang, P. Huang, A. Lei, Nat. Commun. 8 (2017) 775. doi: 10.1038/s41467-017-00873-1
110. [110]
  K. Li, Y. Wang, L. Chen, L. Li, Y. Jia, Tetrahedron Lett. 63 (2021) 152603. doi: 10.1016/j.tetlet.2020.152603
111. [111]
  C. Song, K. Liu, X. Jiang, et al., Angew. Chem. Int. Ed. 59 (2020) 7193–7197. doi: 10.1002/anie.202000226
112. [112]
  P.S. Baran, E.J. Corey, J. Am. Chem. Soc. 124 (2002) 7904–7905. doi: 10.1021/ja026663t
113. [113]
  Y. Liu, W.W. McWhorter, J. Am. Chem. Soc. 125 (2003) 4240–4252. doi: 10.1021/ja021380m
114. [114]
  W. Wu, M. Xiao, J. Wang, Y. Li, Z. Xie, Org. Lett. 14 (2012) 1624–1627. doi: 10.1021/ol300379g
115. [115]
  R.O. Torres-Ochoa, T. Buyck, Q. Wang, J. Zhu, Angew. Chem. Int. Ed. 57 (2018) 5679–5683. doi: 10.1002/anie.201800746
116. [116]
  X. Liu, X. Yan, Y. Tang, et al., Chem. Commun. 55 (2019) 6535–6538. doi: 10.1039/c9cc02956g
117. [117]
  C.L. Dong, X. Ding, L.Q. Huang, Y.H. He, Z. Guan, Org. Lett. 22 (2020) 1076–1080. doi: 10.1021/acs.orglett.9b04613
118. [118]
  F. Xu, M.W. Smith, Chem. Sci. 12 (2021) 13756–13763. doi: 10.1039/d1sc03533a
119. [119]
  F.Y. Lu, Y.J. Chen, Y. Chen, et al., Chem. Commun. 56 (2020) 623–626. doi: 10.1039/c9cc09178e
120. [120]
  X. Ding, C.L. Dong, Z. Guan, Y.H. He, Angew. Chem. Int. Ed. 58 (2019) 118– 124. doi: 10.1002/anie.201811085
121. [121]
  C.J. Long, H. Cao, B.K. Zhao, et al., Angew. Chem. Int. Ed. 61 (2022) e202203666. doi: 10.1002/anie.202203666
122. [122]
  Y.K. Nagare, I.A. Shah, J. Yadav, et al., J. Org. Chem. 87 (2022) 15771–15782. doi: 10.1021/acs.joc.2c01734
123. [123]
  A. Bogdanov, V. Mironov, Synthesis 50 (2018) 1601–1609. doi: 10.1055/s-0036-1591946
124. [124]
  W. Zhuang, J. Zhang, C. Ma, et al., Org. Lett. 24 (2022) 4229–4233. doi: 10.1021/acs.orglett.2c01545
125. [125]
  B. Witkop, J.B. Patrick, J. Am. Chem. Soc. 73 (1951) 713–718. doi: 10.1021/ja01146a066
126. [126]
  M. Takemoto, Y. Iwakiri, Y. Suzuki, K. Tanaka, Tetrahedron Lett. 45 (2004) 8061–8064. doi: 10.1016/j.tetlet.2004.08.175
127. [127]
  J. Xu, L. Liang, H. Zheng, Y.R. Chi, R. Tong, Nat. Commun. 10 (2019) 4754. doi: 10.1038/s41467-019-12768-4
128. [128]
  N. Llopis, P. Gisbert, A. Baeza, Adv. Synth. Catal. 363 (2021) 3245–3249. doi: 10.1002/adsc.202100214
129. [129]
  H. Qin, Z. Yang, Z. Zhang, et al., Chem. Eur. J. 27 (2021) 13024–13028. doi: 10.1002/chem.202101527
130. [130]
  J. Wu, Z. Peng, T. Shen, Z.Q. Liu, Adv. Synth. Catal. 364 (2022) 2565–2570. doi: 10.1002/adsc.202200256
1. [1]
  Shaojie Ding , Henan Wang , Xiaojing Dai , Yuru Lv , Xinxin Niu , Ruilian Yin , Fangfang Wu , Wenhui Shi , Wenxian Liu , Xiehong Cao . Mn-modulated Co–N–C oxygen electrocatalysts for robust and temperature-adaptative zinc-air batteries. Chinese Journal of Structural Chemistry, 2024, 43(7): 100302-100302. doi: 10.1016/j.cjsc.2024.100302
2. [2]
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3. [3]
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8. [8]
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10. [10]
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11. [11]
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12. [12]
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14. [14]
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15. [15]
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16. [16]
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17. [17]
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18. [18]
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19. [19]
  Ping Sun , Yuanqin Huang , Shunhong Chen , Xining Ma , Zhaokai Yang , Jian Wu . Indole derivatives as agrochemicals: An overview. Chinese Chemical Letters, 2024, 35(7): 109005-. doi: 10.1016/j.cclet.2023.109005
20. [20]
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沈阳化工大学材料科学与工程学院沈阳 110142