Citation: Yating Liu, Luoyu Wang, Ling-Hui Zeng, Yun Zhao, Tonghao Zhu, Jie Wu. A copper-catalyzed three-component reaction of alkenes, cycloketone oximes and DABCO·(SO₂)₂: Direct C(sp²)-H cyanoalkylsulfonylation[J]. Chinese Chemical Letters, ;2022, 33(5): 2383-2386. doi: 10.1016/j.cclet.2021.11.009 shu

A copper-catalyzed three-component reaction of alkenes, cycloketone oximes and DABCO·(SO₂)₂: Direct C(sp²)-H cyanoalkylsulfonylation

Yating Liu ^{a, 1} ,
Luoyu Wang ^{a, 1} ,
Ling-Hui Zeng ^b ,
Yun Zhao ^a ,
Tonghao Zhu ^{a, *,} ,
Jie Wu ^{a, c, d, *,}

a.
School of Pharmaceutical and Chemical Engineering & Institute for Advanced Studies, Taizhou University, Taizhou 318000, China
b.
Department of Pharmacology, Zhejiang University City College, Hangzhou 310015, China
c.
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China
d.
School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang 453007, China

zhuth@tzc.edu.cn

jie_wu@fudan.edu.cn

Received Date: 12 September 2021
Revised Date: 26 October 2021
Accepted Date: 1 November 2021
Available Online: 10 November 2021

Figures(4)

A copper-catalyzed three-component reaction of alkenes, cycloketone oximes and DABCO·(SO₂)₂ is developed, which provides a convenient route for the synthesis of diverse (E)-cyanoalkylsulfonyl alkenes in moderate to good yields with excellent regio- and stereoselectivity. A broad substrate scope with excellent functional group tolerance is observed. A plausible radical pathway is proposed, which involves copper-catalyzed ring-opening CC bond cleavage of O-acyl oxime and insertion of sulfur dioxide. During the reaction process, cyanoalkyl radical and cyanoalkylsulfonyl radical are the key intermediates.
- Copper iodide,
- Sulfur dioxide,
- C-C bond cleavage,
- C(sp²)-H Cyanoalkylsulfonylation,
- Radical process
1. [1]
  R. Lopez, C. Palomo, Angew. Chem. Int. Ed.54 (2015) 13170–13184. doi: 10.1002/anie.201502493
2. [2]
  M.X. Wang, Acc. Chem. Res. 48 (2015) 602–611. doi: 10.1021/ar500406s
3. [3]
  X. Yang, F.F. Fleming, Acc. Chem. Res. 50 (2017) 2556–2568. doi: 10.1021/acs.accounts.7b00329
4. [4]
  X.Q. Chu, D.H. Ge, Z.L. Shen, T.P. Loh, ACS Catal. 8 (2018) 258–271. doi: 10.1021/acscatal.7b03334
5. [5]
  F.F. Fleming, Nat. Prod. Rep. 16 (1999) 597–606. doi: 10.1039/a804370a
6. [6]
  F.F. Fleming, L. Yao, P.C. Ravikumar, L. Funk, B.C. Shook, J. Med. Chem. 53 (2010) 7902–7917. doi: 10.1021/jm100762r
7. [7]
  E.L. May, A.E. Jacobson, M.V. Mattson, et al., J. Med. Chem. 43 (2000) 5030–5036. doi: 10.1021/jm000317+
8. [8]
  L.F. Yang, S.L. Koh, P.W. Sutton, Z.X. Liang, Catal. Sci. Technol. 4 (2014) 2871–2876. doi: 10.1039/C4CY00646A
9. [9]
  A.M. Sweeney, P. Grosche, D. Ellis, et al., ACS Med. Chem. Lett. 5 (2014) 937–941. doi: 10.1021/ml500224t
10. [10]
  D. Enders, J.P. Shilvock, Chem. Soc. Rev. 29 (2000) 359–373. doi: 10.1039/a908290e
11. [11]
  W. Yin, X. Wang, New J. Chem. 43 (2019) 3254–3264. doi: 10.1039/c8nj06165c
12. [12]
  W. Xiao, J. Wu, Chin. Chem. Lett. 31 (2020) 3083–3094. doi: 10.1016/j.cclet.2020.07.035
13. [13]
  P. Sivaguru, Z. Wang, G. Zanoni, X. Bi, Chem. Soc. Rev. 48 (2019) 2615–2656. doi: 10.1039/c8cs00386f
14. [14]
  S.P. Morcillo, Angew. Chem. Int. Ed. 58 (2019) 14044–14054. doi: 10.1002/anie.201905218
15. [15]
  X.X. Wu, C. Zhu, Chin. J. Chem. 37 (2019) 171–182.
16. [16]
  H.B. Yang, D.H. Wan, Org. Lett. 23 (2021) 1049–1053. doi: 10.1021/acs.orglett.0c04248
17. [17]
  H.D. Zuo, S.S. Zhu, W.J. Hao, et al., ACS Catal. 11 (2021) 6010–6019. doi: 10.1021/acscatal.1c00842
18. [18]
  B. Zhao, W. Zheng, C. Chen, et al., Org. Chem. Front. 8 (2021) 2985–2989. doi: 10.1039/d1qo00182e
19. [19]
  P.Z. Wang, X. Wu, Y. Cheng, et al., Angew. Chem. Int. Ed. 60 (2021) 22956–22962. doi: 10.1002/anie.202110084
20. [20]
  Y. Song, C. Fu, S. Ma, ACS Catal. 11 (2021) 10007–10013. doi: 10.1021/acscatal.1c02140
21. [21]
  M. Li, C.T. Wang, Q.F. Bao, et al., Org. Lett. 23 (2021) 751–756. doi: 10.1021/acs.orglett.0c03973
22. [22]
  D.M. Whalley, J. Seayad, M.F. Greaney, Angew. Chem. Int. Ed. 60 (2021) 22219–22223. doi: 10.1002/anie.202108240
23. [23]
  J. Chen, Y.J. Liang, P.Z. Wang, et al., J. Am. Chem. Soc. 143 (2021) 13382–13392. doi: 10.1021/jacs.1c06535
24. [24]
  X. Zhu, Y. Huang, X. Xu, F. Qing, Chin. Chem. Lett. 32 (2021) DOI: 10.1016/j.cclet.2021.07.030. doi: 10.22323/1.390.0817
25. [25]
  H. Qian, J. Chen, B. Zhang, et al., Org. Lett. 23 (2021) 6987–6992. doi: 10.1021/acs.orglett.1c02686
26. [26]
  X. Zhao, L. Ji, Y. Gao, et al., J. Org. Chem. 86 (2021) 11399–11406. doi: 10.1021/acs.joc.1c00893
27. [27]
  H.W. Liu, D.L. Wang, N.Q. Jiang, et al., Chem. Commun. 57 (2021) 9618–9621. doi: 10.1039/d1cc03348d
28. [28]
  Z. Zhang, X. Zou, Z. Li, et al., Org. Chem. Front. 8 (2021) DOI: 10.1039/D1QO01015H. doi: 10.1039/d1qo01015h
29. [29]
  X.Y. Lu, Z.J. Xia, A. Gao, J. Org. Chem. 86 (2021) 8829–8842. doi: 10.1021/acs.joc.1c00726
30. [30]
  L. Ji, J. Qiao, J. Liu, et al., Tetrahedron Lett. 75 (2021) 153202. doi: 10.1016/j.tetlet.2021.153202
31. [31]
  N.S. Simpkins, Sulfones in Organic Synthesis, Pergamon Press, Oxford, UK, 1993.
32. [32]
  G.H. Posner, The Chemistry of Sulfones and Sulfoxides, Wiley, Chichester, UK, 1988.
33. [33]
  A.N.R. Alba, X. Companyó, R. Rios, Chem. Soc. Rev. 39 (2010) 2018–2033. doi: 10.1039/b911852g
34. [34]
  A. El-Awa, M.N. Noshi, X. Mollat du Jourdin, P.L. Fuchs, Chem. Rev. 109 (2009) 2315–2349. doi: 10.1021/cr800309r
35. [35]
  K.A. Scott, J.T. Njardarson, Top. Curr. Chem. 376 (2018) 5. doi: 10.1007/s41061-018-0184-5
36. [36]
  G. Liu, C. Fan, J. Wu, Org. Biomol. Chem. 13 (2015) 1592–1599. doi: 10.1039/C4OB02139H
37. [37]
  G. Qiu, K. Zhou, L. Gao, J. Wu, Org. Chem. Front. 5 (2018) 691–705. doi: 10.1039/C7QO01073G
38. [38]
  D. Zheng, J. Wu, Sulfur Dioxide Insertion Reactions for Organic Synthesis, Nature Springer, Berlin, 2017.
39. [39]
  G. Qiu, L. Lai, J. Cheng, J. Wu, Chem. Commun. 54 (2018) 10405–10414. doi: 10.1039/c8cc05847d
40. [40]
  G. Qiu, K. Zhou, J. Wu, Chem. Commun. 54 (2018) 12561–12569. doi: 10.1039/c8cc07434h
41. [41]
  S. Ye, G. Qiu, J. Wu, Chem. Commun. 55 (2019) 1013–1019. doi: 10.1039/c8cc09250h
42. [42]
  E.J. Emmett, M.C. Willis, Asian J. Org. Chem. 4 (2015) 602611. doi: 10.1002/ajoc.201500103
43. [43]
  M.H. Huang, W.J. Hao, B. Jiang, Chem. Asian J. 13 (2018) 29582977. doi: 10.1002/asia.201801119
44. [44]
  M.H. Huang, W.J. Hao, G.G. Li, S.J. Tu, B. Jiang, Chem. Commun. 54 (2018) 1079110811. doi: 10.1039/c8cc04618b
45. [45]
  K. Hofman, N.W. Liu, G. Manolikakes, Chem. Eur. J. 24 (2018) 1185211863. doi: 10.1002/chem.201705470
46. [46]
  S. Ye, M. Yang, J. Wu, Chem. Commun. 56 (2020) 41454155. doi: 10.1039/d0cc01775b
47. [47]
  F.S. He, M. Yang, S. Ye, J. Wu, Chin. Chem. Lett. 32 (2021) 461–464. doi: 10.1016/j.cclet.2020.04.043
48. [48]
  J. Huang, F. Ding, Z. Chen, G. Yang, J. Wu, Org. Chem. Front. 8 (2021) 1461–1465. doi: 10.1039/d0qo01546f
49. [49]
  X.H. Wang, R. Liu, Q. Ding, W. Xiao, J. Wu, Org. Chem. Front. 8 (2021) 3308–3313. doi: 10.1039/d1qo00344e
50. [50]
  J.Q. Chen, N. Liu, Q. Hu, J. Liu, J. Wu, Q. Cai, J. Wu, Org. Chem. Front. 8 (2021) 5316–5321. doi: 10.1039/d1qo00957e
51. [51]
  Y. Yao, Z. Yin, W. Chen, et al., Adv. Synth. Catal. 363 (2021) 570–574. doi: 10.1002/adsc.202001243
52. [52]
  C. Zhang, C. Zhang, J. Tang, et al., Adv. Synth. Catal. 363 (2021) 3109–3114. doi: 10.1002/adsc.202100066
53. [53]
  X. Gong, M. Yang, J.B. Liu, F.S. He, J. Wu, Org. Chem. Front. 7 (2020) 938943. doi: 10.1039/d0qo00100g
54. [54]
  S. Ye, K. Zhou, P. Rojsitthisak, J. Wu, Org. Chem. Front. 7 (2020) 1418. doi: 10.1039/c9qo01274e
55. [55]
  X. Gong, M. Yang, J.B. Liu, et al., Green Chem. 22 (2020) 1906–1910. doi: 10.1039/d0gc00332h
56. [56]
  C. Zhang, J. Huang, S. Ye, J. Tang, J. Wu, Chem. Commun. 56 (2020) 13852–13855. doi: 10.1039/d0cc06465c
57. [57]
  F.S. He, Y. Yao, W. Xie, J. Wu, Chem. Commun. 56 (2020) 9469–9472. doi: 10.1039/d0cc03591b
58. [58]
  X. Wang, M. Yang, Y. Kuang, et al., Chem. Commun. 56 (2020) 3437–3440. doi: 10.1039/d0cc00721h
59. [59]
  K. Zhou, J.B. Liu, W. Xie, S. Ye, J. Wu, Chem. Commun. 56 (2020) 2554–2557. doi: 10.1039/d0cc00351d
60. [60]
  X. Wang, Y. Lin, J.B. Liu, et al., Chin. J. Chem. (38) 20201098–1102. doi: 10.1002/cjoc.202000053
61. [61]
  W. Fan, J. Su, D. Shi, B. Feng, Tetrahedron71 (2015) 6740–6743. doi: 10.1016/j.tet.2015.07.043
62. [62]
  R. Mao, Z. Yuan, R. Zhang, et al., Org. Chem. Front. 3 (2016) 14981502. doi: 10.1039/C6QO00350H
63. [63]
  F.S. He, X. Gong, P. Rojsitthisak, J. Wu, J. Org. Chem. 84 (2019) 1315913163. doi: 10.1021/acs.joc.9b01729
64. [64]
  T.H. Zhu, X.C. Zhang, K. Zhao, T.P. Loh, Org. Chem. Front. 6 (2019) 9498. doi: 10.1039/c8qo01144c
65. [65]
  T.H. Zhu, X.C. Zhang, X.L. Cui, et al., Loh, Adv. Synth. Catal. 361 (2019) 35933598. doi: 10.1002/adsc.201900257
66. [66]
  T. Zhu, J. Wu, Org. Lett. 22 (2020) 70947097. doi: 10.1021/acs.orglett.0c02400
67. [67]
  T. Zhu. P. Rojsitthisak, J. Wu, Org. Chem. Front. 7 (2020) 4050–4056. doi: 10.1039/D0QO01094D
68. [68]
  Y. Yao, Z. Yin, F.S. He, et al., Chem. Commun. 57 (2021) 2883–2886. doi: 10.1039/d0cc07927h
69. [69]
  F.S. He, Y. Yao, W. Xie, J. Wu, Adv. Synth. Catal. 362 (2020) 4744–4748. doi: 10.1002/adsc.202000778
70. [70]
  V.F. Ferreira, M.C.B.V. De Souza, A.C. Cunha, et al., J. Med. Chem. 57 (2014) 1473–1487. doi: 10.1021/jm401788m
71. [71]
  J. Zhang, X. Li, L. Xie, S. Ye, J. Wu, Org. Lett. 21 (2019) 4950–4954. doi: 10.1021/acs.orglett.9b01323
72. [72]
  Y. Liu, Q.L. Wang, Z. Chen, et al., Chem. Commun. 56 (2020) 3011–3014. doi: 10.1039/c9cc10057a
73. [73]
  J. Zhang, M. Yang, J.B. Liu, F.S. He, J. Wu, Chem. Commun. 56 (2020) 3225–3228. doi: 10.1039/d0cc00375a
74. [74]
  X. Tu, J. Huang, W. Xie, T. Zhu, J. Wu, Org. Chem. Front. 8 (2021) 1789–1794. doi: 10.1039/d0qo01551b
75. [75]
  P. Bao, F., Yu, F.S., He, et al., Org. Chem. Front. 8 (2021) 4820–4825. doi: 10.1039/d1qo00732g
76. [76]
  J. Zhang, X. Wang, Y. Kuang. J. Wu, iScience23 (2020) 101872. doi: 10.1016/j.isci.2020.101872
77. [77]
  F.S. He, Y. Yao, Z. Tang, W. Xie, J. Wu, Org. Chem. Front. 8 (2021) DOI: 10.1039/D1QO01258D. doi: 10.1039/d1qo01258d
78. [78]
  F.S. He, P. Bao, F. Yu, et al.; Org. Lett. 23 (2021) 7472–7476. doi: 10.1021/acs.orglett.1c02665
79. [79]
  F. Teng, J. Du, C. Xun, et al.; Org. Biomol. Chem. 19 (2021) DOI: 10.1039/D1OB01466H. doi: 10.1039/d1ob01466h
80. [80]
  P. Chen, Z. Chen, B.Q. Xiong, et al., Org. Biomol. Chem. 19 (2021) 3181–3190. doi: 10.1039/d1ob00142f
81. [81]
  N. Zhou, S. Wu, K. Kuang, et al., Org. Chem. Front. 8 (2021) DOI: 10.1039/D1QO01183A. doi: 10.1039/d1qo01183a
82. [82]
  X. Zheng, T. Zhong, X. Yi, et al.; Adv. Synth. Catal. 363 (2021) 3359–3364. doi: 10.1002/adsc.202100463
83. [83]
  B. Zhao, Z. Shi, Angew. Chem. Int. Ed. 56 (2017) 12727–12731. doi: 10.1002/anie.201707181
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A copper-catalyzed three-component reaction of alkenes, cycloketone oximes and DABCO·(SO2)2: Direct C(sp2)-H cyanoalkylsulfonylation

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通讯作者: 陈斌, bchen63@163.com

A copper-catalyzed three-component reaction of alkenes, cycloketone oximes and DABCO·(SO₂)₂: Direct C(sp²)-H cyanoalkylsulfonylation