Citation: Jun Jiang, Fang Xiao, Wei-Min He, Leyong Wang. The application of clean production in organic synthesis[J]. Chinese Chemical Letters, ;2021, 32(5): 1637-1644. doi: 10.1016/j.cclet.2021.02.057 shu

The application of clean production in organic synthesis

Jun Jiang ^{a, 1} ,
Fang Xiao ^{b, 1} ,
Wei-Min He ^{a, *,} ,
Leyong Wang ^c

a.
School of Chemistry and Chemical Engineering, University of South China, Hengyang 421001, China
b.
Xiangya School of Public Health, Central South University, Changsha 410078, China
C.
Key Laboratory of Mesoscopic Chemistry of MOE, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, China

weiminhe2016@yeah.net

Received Date: 19 January 2021
Revised Date: 15 February 2021
Accepted Date: 24 February 2021
Available Online: 26 February 2021

Figures(12)

Clean production, as an important part of green chemistry, has received great attention and considerable development in recent years. In this perspective article, we summarized some examples of (nearly) quantitative synthesis, clean separation and purification to emphasize clean production. These reactions were carried out by using eco-friendly solvents and the pure products could be easily obtained through clean procedures.
- Green chemistry,
- Green solvent,
- Water,
- Solvent free,
- Purification
1. [1]
  (a) P. Anastas, N. Eghbali, Chem. Soc. Rev. 39(2010) 301-312;
  (b) H.C. Erythropel, J.B. Zimmerman, T.M. de Winter, et al., Green Chem. 20(2018) 1929-1961;
  (c) Y. Kim, C.J. Li, Green Synth. Catal. 1(2020) 1-11;
  (d) Z. Cao, Q. Zhu, Y.W. Lin, W.M. He, Chin. Chem. Lett. 30(2019) 2132-2138;
  (e) L.Y. Xie, S. Peng, L.H. Yang, et al., Green Chem. 23(2021) 374-378.
2. [2]
  (a) D.K. Romney, F.H. Arnold, B.H. Lipshutz, C.J. Li, J. Org. Chem. 83(2018) 7319-7322;
  (b) T. Kitanosono, K. Masuda, P. Xu, S. Kobayashi, Chem. Rev. 118(2018) 679-746;
  (c) X.Y. Yuan, F.L. Zeng, H.L. Zhu, et al., Org. Chem. Front. 7(2020) 1884-1889;
  (d) K. Sun, Q.Y. Lv, X. Chen, L. Qu, B. Yu, Green Chem. 23(2021) 232-248;
  (e) S. Peng, Y.X. Song, J.Y. He, et al., Chin. Chem. Lett. 30(2019) 2287-2290;
  (f) Q. Sun, L. Liu, Y. Yang, Z. Zha, Z. Wang, Chin. Chem. Lett. 30(2019) 1379-1382.
3. [3]
  (a) T. Tashima, H. Murata, H. Kodama, Biorg. Med. Chem. 22(2014) 3720-3731;
  (b) P. Montuschi, G. Ciabattoni, J. Med. Chem. 58(2015) 4131-4164.
4. [4]
  L.Y.Xie, Y.Duan, L.H.Lu, etal., ACSSustainableChem. Eng. 5(2017)10407-10412.
5. [5]
  B. Ying, J. Xu, X. Zhu, C. Shen, P. Zhang, ChemCatChem 8(2016) 2604-2608. doi: 10.1002/cctc.201600555
6. [6]
  D. Wang, J. Zhao, Y. Wang, et al., Asian J. Org. Chem. 5(2016) 1442-1446. doi: 10.1002/ajoc.201600430
7. [7]
  (a) Y. Wan, N. Dai, Z. Tang, H. Fang, Eur. J. Med. Chem. 146(2018) 471-482;
  (b) X. Mi, Y. Kong, J. Zhang, C. Pi, X. Cui, Chin. Chem. Lett. 30(2019) 2295-2298;
  (c) D.Q. Dong, L.X. Li, G.H. Li, et al., Chin. J. Catal. 40(2019) 1494-1498;
  (d) D.Q. Dong, W.J. Chen, D.M. Chen, et al., Chin. J. Org. Chem. 39(2019) 3190-3198;
  (e) Y. Feng, Z. Zhang, Q. Fu, et al., Chin. Chem. Lett. 31(2020) 58-60;
  (f) L. Wang, M. Zhang, Y. Zhang, et al., Chin. Chem. Lett. 31(2020) 67-70;
  (g) C.M. Huang, J. Li, S.Y. Wang, S.J. Ji, Chin. Chem. Lett. 31(2020) 1923-1926.
8. [8]
  (a) S. Cacchi, G. Fabrizi, A. Goggiamani, L.M. Parisi, R. Bernini, J. Org. Chem. 69(2004) 5608-5614;
  (b) W. Zhu, D. Ma, J. Org. Chem. 70(2005) 2696-2700.
9. [9]
  B. Du, P. Qian, Y. Wang, et al., Org. Lett. 18(2016) 4144-4147. doi: 10.1021/acs.orglett.6b02289
10. [10]
  L.Y.Xie, S.Peng, J.X.Tan, etal., ACSSustainableChem. Eng. 6(2018)16976-16981.
11. [11]
  L.Y. Xie, S. Peng, F. Liu, et al., ACS Sustainable Chem. Eng. 7(2019) 7193-7199. doi: 10.1021/acssuschemeng.9b00200
12. [12]
  A.A. Rosatella, S.P. Simeonov, R.F.M. Frade, C.A.M. Afonso, Green Chem. 13(2011) 754-793. doi: 10.1039/c0gc00401d
13. [13]
  K.J. Liu, J.H. Deng, T.Y. Zeng, et al., Chin. Chem. Lett. 31(2020) 1868-1872. doi: 10.1016/j.cclet.2020.01.036
14. [14]
  K.J. Liu, T.Y. Zeng, J.L. Zeng, et al., Chin. Chem. Lett. 30(2019) 2304-2308. doi: 10.1016/j.cclet.2019.10.031
15. [15]
  (a) W. Xiao, J. Wu, Chin. Chem. Lett. 31(2020) 3083-3094;
  (b) J.Y. Chen, H.Y. Wu, Q.W. Gui, et al., Chin. J. Catal. (2021), doi: http://dx.doi.org/10.1016/S1872-2067(20)63750-0.
16. [16]
  J.Y. Chen, C.T. Zhong, Q.W. Gui, et al., Chin. Chem. Lett. 32(2021) 475-479. doi: 10.1016/j.cclet.2020.09.034
17. [17]
  X.D. Li, Y.T. Gao, Y.J. Sun, et al., Org. Lett. 21(2019) 6643-6647. doi: 10.1021/acs.orglett.9b02183
18. [18]
  J. Chen, L. Wu, J. Wu, Chin. Chem. Lett. 31(2020) 2993-2995. doi: 10.1016/j.cclet.2020.06.034
19. [19]
  Y. Gu, F. Jerome, Chem. Soc. Rev. 42(2013) 9550-9570. doi: 10.1039/c3cs60241a
20. [20]
  L.H. Lu, Z. Wang, W. Xia, et al., Chin. Chem. Lett. 30(2019) 1237-1240. doi: 10.1016/j.cclet.2019.04.033
21. [21]
  (a) M.B. Gawande, V.D.B. Bonifácio, R. Luque, P.S. Branco, R.S. Varma, ChemSusChem 7(2014) 24-44;
  (b) D.J.C. Constable, C. Jimenez-Gonzalez, R.K. Henderson, Org. Process Res. Dev. 11(2007) 133-137.
22. [22]
  (a) H. Fan, J. Peng, M.T. Hamann, J.F. Hu, Chem. Rev. 108(2008) 264-287;
  (b) I.S. Young, P.D. Thornton, A. Thompson, Nat. Prod. Rep. 27(2010) 1801-1839;
  (c) R. Khajuria, S. Dham, K.K. Kapoor, RSC Adv. 6(2016) 37039-37066.
23. [23]
  (a) Q.W. Gui, X. He, W. Wang, et al., Green Chem. 22(2020) 118-122;
  (b) Q.W. Gui, F. Teng, S.N. Ying, et al., Chin. Chem. Lett. 31(2020) 3241-3244.
24. [24]
  Z. Shi, L. Wang, X. Cui, Chin. J. Org. Chem. 39(2019) 1596-1612. doi: 10.6023/cjoc201902001
25. [25]
  (a) Z. Shen, C. Pi, X. Cui, Y. Wu, Chin. Chem. Lett. 30(2019) 1374-1378;
  (b) Y. He, C. Pi, Y. Wu, X. Cui, Chin. Chem. Lett. 31(2020) 396-400;
  (c) Z. Yang, C. Pi, X. Cui, Y. Wu, Org. Chem. Front. 6(2019) 2897-2901;
  (d) Z. Gan, G. Li, X. Yang, et al., Sci. China Chem. 63(2020) 1652;
  (e) X.Y. Li, Y. Liu, X.L. Chen, et al., Green Chem. 22(2020) 4445-4449;
  (f) G.H. Li, Q.Q. Han, Y.Y. Sun, et al., Chin. Chem. Lett. 31(2020) 3255-3258;
  (g) K. Zhou, J. Chen, J. Wu, Chin. Chem. Lett. 31(2020) 2996-2998.
26. [26]
  X.Q. Mou, Z.L. Xu, L. Xu, et al., Org. Lett. 18(2016) 4032-4035. doi: 10.1021/acs.orglett.6b01883
27. [27]
  K.J. Liu, Z. Wang, L.H. Lu, et al., Green Chem. 23(2021) 496-500. doi: 10.1039/D0GC02663H
28. [28]
  K.J. Liu, J.H. Deng, J. Yang, et al., Green Chem. 22(2020) 433-438. doi: 10.1039/C9GC03713F
29. [29]
  (a) B. Yu, A.H. Liu, L.N. He, et al., Green Chem. 14(2012) 957-962;
  (b) L. Tang, K. Du, B. Yu, L. He, Chin. Chem. Lett. 31(2020) 2991-2992.
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