Electrochemical regioselective synthesis of N-substituted/unsubstituted 4-selanylisoquinolin-1(2H)-ones
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* Corresponding author.
E-mail address: weiminhe2016@yeah.net (W.-M. He).
Citation: Zhi-Lin Wu, Jin-Yang Chen, Xian-Zhi Tian, Wen-Tao Ouyang, Zhuo-Tao Zhang, Wei-Min He. Electrochemical regioselective synthesis of N-substituted/unsubstituted 4-selanylisoquinolin-1(2H)-ones[J]. Chinese Chemical Letters, ;2022, 33(3): 1501-1504. doi: 10.1016/j.cclet.2021.08.071
M. Qi, X. Jinyi, L. Aijun, et al., Curr. Med. Chem. 25 (2018) 2009-2033.
doi: 10.2174/0929867325666171129220544
C.W. Nogueira, N.V. Barbosa, J.B.T. Rocha, Arch. Toxicol. 95 (2021) 1179-1226.
doi: 10.1007/s00204-021-03003-5
X. Zhang, S. Dong, Q. Ding, X. Fan, G. Zhang, Chin. Chem. Lett. 30 (2019) 375-378.
doi: 10.1016/j.cclet.2018.07.017
J.J. Ai, J. Li, S.J. Ji, S.Y. Wang, Chin. Chem. Lett. 32 (2021) 721-724.
doi: 10.1016/j.cclet.2020.07.007
F. Penteado, T.J. Peglow, M.S. Silva, G. Perin, E.J. Lenardão, Curr. Opin. Green Sust. 26 (2020) 100372.
doi: 10.1016/j.cogsc.2020.100372
K. Sun, X. Wang, C. Li, H. Wang, L. Li, Org. Chem. Front. 7 (2020) 3100-3119.
doi: 10.1039/D0QO00849D
X.D. Li, Y.T. Gao, Y.J. Sun, et al., Org. Lett. 21 (2019) 6643-6647.
doi: 10.1021/acs.orglett.9b02183
G.H. Li, Q.Q. Han, Y.Y. Sun, et al., Chin. Chem. Lett. 31 (2020) 3255-3258.
doi: 10.1016/j.cclet.2020.03.007
L. Wang, M. Zhang, Y. Zhang, et al., Chin. Chem. Lett. 31 (2020) 67-70.
doi: 10.1016/j.cclet.2019.05.041
Z. Song, C. Ding, S. Wang, et al., Chem. Commun. 56 (2020) 1847-1850.
doi: 10.1039/C9CC09001K
C.M. Huang, J. Li, J.J. Ai, et al., Org. Lett. 22 (2020) 9128-9132.
doi: 10.1021/acs.orglett.0c03562
J.Y. Chen, H.Y. Wu, Q. -W. Gui, et al., Chin. J. Catal. 42 (2021) 1445-1450.
doi: 10.1016/S1872-2067(20)63750-0
Y. Wu, J.Y. Chen, J. Ning, et al., Green Chem. 23 (2021) 3950-3954.
doi: 10.1039/D1GC00562F
Y. Zhang, K. Sun, Q. Lv, et al., Chin. Chem. Lett. 30 (2019) 1361-1368.
doi: 10.1016/j.cclet.2019.03.034
X. Mi, Y. Kong, J. Zhang, C. Pi, X. Cui, Chin. Chem. Lett. 30 (2019) 2295-2298.
doi: 10.1016/j.cclet.2019.09.040
Y. Feng, Y. Liu, Q. Fu, et al., Chin. Chem. Lett. 31 (2020) 733-735.
doi: 10.1016/j.cclet.2019.09.026
L.Y. Xie, Y.S. Liu, H.R. Ding, et al., Chin. J. Catal. 41 (2020) 1168-1173.
doi: 10.1016/S1872-2067(19)63526-6
Y. Feng, Z. Zhang, Q. Fu, et al., Chin. Chem. Lett. 31 (2020) 58-60.
doi: 10.1016/j.cclet.2019.05.013
C. Ma, Z. Feng, J. Li, et al., Org. Chem. Front. 8 (2021) 3286-3291.
doi: 10.1039/D1QO00064K
N. Meng, Y. Lv, Q. Liu, et al., Chin. Chem. Lett. 32 (2021) 258-262.
doi: 10.1016/j.cclet.2020.11.034
C. Ding, Q. Tian, J. Li, et al., J. Med. Chem. 61 (2018) 760-776.
doi: 10.1021/acs.jmedchem.7b01259
N.P. Karche, M. Bhonde, N. Sinha, et al., Biorg. Med. Chem. 28 (2020) 115819.
doi: 10.1016/j.bmc.2020.115819
L. Pieterse, M.M. van der Walt, G. Terre'Blanche, Bioorg. Med. Chem. Lett. 30 (2020) 127274.
doi: 10.1016/j.bmcl.2020.127274
Y.Q. Zhu, J.L. He, Y.X. Niu, et al., J. Org. Chem. 83 (2018) 9958-9967.
doi: 10.1021/acs.joc.8b01361
X. Liu, Y. Wang, D. Song, Y. Wang, H. Cao, Chem. Commun. 56 (2020) 15325-15328.
doi: 10.1039/D0CC06778D
P. Xiong, H.C. Xu, Acc. Chem. Res. 52 (2019) 3339-3350.
doi: 10.1021/acs.accounts.9b00472
K. Sun, J. Lei, Y. Liu, B. Liu, N. Chen, Adv. Synth. Catal. 362 (2020) 3709-3726.
doi: 10.1002/adsc.202000876
G.M. Martins, G.C. Zimmer, S.R. Mendes, N. Ahmed, Green Chem. 22 (2020) 4849-4870.
doi: 10.1039/D0GC01324B
Z. Yang, Y. Yu, L. Lai, et al., Green Synth. Catal. 2 (2021) 19-26.
doi: 10.1016/j.gresc.2021.01.009
N. Chen, H.C. Xu, Chem. Rec. 21 (2021) 2306-2319.
doi: 10.1002/tcr.202100048
K. Sun, F. Xiao, B. Yu, W.M. He, Chin. J. Catal. 42 (2021) 1921-1943.
doi: 10.1016/S1872-2067(21)63850-0
T.S. Zhang, W.J. Hao, R. Wang, et al., Green Chem. 22 (2020) 4259-4269.
doi: 10.1039/D0GC00771D
J. Zhang, H. Wang, Y. Chen, et al., Chin. Chem. Lett. 31 (2020) 1576-1579.
doi: 10.1016/j.cclet.2019.11.037
Z. Li, Q. Sun, P. Qian, et al., Chin. Chem. Lett. 31 (2020) 1855-1858.
doi: 10.1016/j.cclet.2020.02.030
J. Li, X. Liu, J. Deng, et al., Chem. Commun. 56 (2020) 735-738.
doi: 10.1039/C9CC08784B
K. Niu, Y. Hao, L. Song, Y. Liu, Q. Wang, Green Chem. 23 (2021) 302-306.
doi: 10.1039/D0GC03892J
J. Jiang, Z. Wang, W.M. He, Chin. Chem. Lett. 32 (2021) 1591-1592.
doi: 10.1016/j.cclet.2021.02.067
K. Niu, L. Ding, P. Zhou, et al., Green Chem. 23 (2021) 3246-3249.
doi: 10.1039/D1GC00861G
R.N. Yi, Z.L. Wu, W.T. Ouyang, W.F. Wang, W.M. He, Tetrahedron Lett. 77 (2021) 153257.
doi: 10.1016/j.tetlet.2021.153257
Y. Wu, J.Y. Chen, H. -R. Liao, et al., Green Synth. Catal. 2 (2021) 233-236.
doi: 10.1016/j.gresc.2021.03.006
Y. Kong, J.K. Kim, Y. Li, et al., Green Chem. 23 (2021) 1274-1279.
doi: 10.1039/D0GC03930F
Z. Cao, Q. Zhu, Y.W. Lin, W.M. He, Chin. Chem. Lett. 30 (2019) 2132-2138.
doi: 10.1016/j.cclet.2019.09.041
S. Peng, Y.X. Song, J.Y. He, et al., Chin. Chem. Lett. 30 (2019) 2287-2290.
doi: 10.1016/j.cclet.2019.08.002
W.B. He, L.Q. Gao, X.J. Chen, et al., Chin. Chem. Lett. 31 (2020) 1895-1898.
doi: 10.1016/j.cclet.2020.02.011
J. Jiang, F. Xiao, W.M. He, L. Wang, Chin. Chem. Lett. 32 (2021) 1637-1644.
doi: 10.1016/j.cclet.2021.02.057
L.Y. Xie, S. Peng, L.H. Yang, et al., Green Chem. 23 (2021) 374-378.
doi: 10.1039/D0GC02844D
Q.W. Gui, F. Teng, S.N. Ying, et al., Chin. Chem. Lett. 31 (2020) 3241-3244.
doi: 10.1016/j.cclet.2020.07.017
Q.W. Gui, F. Teng, Z.C. Li, et al., Chin. Chem. Lett. 32 (2021) 1907-1910.
doi: 10.1016/j.cclet.2021.01.021
X.Y. Qian, S.Q. Li, J. Song, H.C. Xu, ACS Catal. 7 (2017) 2730-2734.
doi: 10.1021/acscatal.7b00426
J. Hua, Z. Fang, J. Xu, et al., Green Chem. 21 (2019) 4706-4711.
doi: 10.1039/C9GC02131K
X.Y. Wang, Y.F. Zhong, Z.Y. Mo, et al., Adv. Synth. Catal. 363 (2021) 208-214.
doi: 10.1002/adsc.202001192
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