Recent Development of SuFEx Reaction between Silyl Ethers and Sulfur(VI) Fluoride Compounds

  • Hao Zhang ,
  • Qingbin Zhao ,
  • Zhongrui Ruan ,
  • Zhenxing Liu
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  • Collage of Chemistry, Zhengzhou University, Zhengzhou 450001

Received date: 2023-04-19

  Revised date: 2023-05-23

  Online published: 2023-06-26

Supported by

National Natural Science Foundation of China(22101261); Natural Science Foundation of Henan Province(232300421087)

Abstract

The last decade has witnessed the great development of SuFEx reactions. The synthetic value of SuFEx reactions in the preparation of small molecules and polymers is reviewed. The paper is arranged based on the types of substrates and the possible direction of the reaction is discussed.

Cite this article

Hao Zhang , Qingbin Zhao , Zhongrui Ruan , Zhenxing Liu . Recent Development of SuFEx Reaction between Silyl Ethers and Sulfur(VI) Fluoride Compounds[J]. Chinese Journal of Organic Chemistry, 2023 , 43(10) : 3569 -3579 . DOI: 10.6023/cjoc202304026

References

[1]
Kolb H. C.; Finn M. G.; Sharpless K. B. Angew. Chem., Int. Ed. 2001, 40, 2004.
[2]
https://www.nobelprize.org/prizes/chemistry/2022/summary/
[3]
Dong J.; Krasnova L.; Finn M. G.; Sharpless K. B. Angew. Chem., Int. Ed. 2014, 53, 9430.
[4]
Dondoni A.; Marra A. Org. Biomol. Chem. 2017, 15, 1549.
[5]
Fattah T. A.; Saeed A.; Albericio F. J. Fluorine Chem. 2018, 213, 87.
[6]
Barrow A. S.; Smedley C. J.; Zheng. Q.; Li S.; Dong J.; Moses J. E. Chem. Soc. Rev. 2019, 48, 4731.
[7]
Lekkala R.; Lekkala R.; Moku B.; Rakesh K. P.; Qin H.-L. Org. Chem. Front. 2019, 6, 3490.
[8]
Xu L.; Dong J. Chin. J. Chem. 2020, 38, 414.
[9]
Lee C.; Cook A. J.; Elisabeth J. E.; Friede. N. C.; Sammis G. M.; Ball N. D. ACS Catal. 2021, 11, 6578.
[10]
Zheng J.; Mao Y.; Feng S.; Tian R. Chin. J. Chem. 2021, 39, 1843.
[11]
Ykman P.; Hall Jr. H. K. J. Organomet. Chem. 1976, 116, 153.
[12]
Gembus V.; Marsais F.; Levacher V. Synlett 2008, 1463.
[13]
Qin H.-L.; Zheng Q.; Bare G. A. L.; Wu P.; Sharpless K. B. Angew. Chem., Int. Ed. 2016, 55, 14155.
[14]
Smedley C. J.; Giel M.-C.; Molino A.; Barrow A. S.; Wilison D. J.; Moses J. E. Chem. Commun. 2018, 54, 6020.
[15]
Thomas J.; Fokin V. V. Org. Lett. 2018, 20, 3749.
[16]
Ungureanu A.; Levens A.; Candish L.; Lupton D. A. Angew. Chem., Int. Ed. 2015, 54, 11780.
[17]
Liu C.; Yang C.; Hwang S.; Ferraro S. L.; Flynn J. P.; Niu J. Angew. Chem., Int. Ed. 2020, 59, 18435.
[18]
Li S.; Wu P.; Moses J. E.; Sharpless K. B. Angew. Chem., Int. Ed. 2017, 56, 2903.
[19]
Gao B.; Li S.; Wu P.; Moses J. E.; Sharpless K. B. Angew. Chem., Int. Ed. 2018, 57, 1939.
[20]
Liang D.-D.; Streefkerk D. E.; Jordaan D.; Wagemakers J.; Baggerman J.; Zuilhof H. Angew. Chem., Int. Ed. 2020, 59, 7494.
[21]
Dong J.; Sharpless K. B.; Kwisnek L.; Oakdale J. S.; Fokin V. V. Angew. Chem., Int. Ed. 2014, 53, 9466.
[22]
Gao B.; Zhang L.; Zheng Q.; Zhou F.; Klivansky L. M.; Lu J.; Liu Y.; Dong J.; Wu P.; Sharpless K. B. Nat. Chem. 2017, 9, 1083.
[23]
Wang H.; Zhou F.; Ren G.; Zheng Q.; Chen H.; Gao B.; Klivansky L.; Liu Y.; Wu B.; Xu Q.; Lu J.; Sharpless K. B.; Wu P. Angew. Chem., Int. Ed. 2017, 56, 11203.
[24]
Li S.; Li G.; Gao B.; Pujari S. P.; Chen X.; Kim H.; Zhou F.; Klivansky L. M.; Liu Y.; Driss H.; Liang D.-D.; Lu J.; Wu P.; Zuilhof H.; Moses J.; Sharpless K. B. Nat. Chem. 2021, 13, 858.
[25]
Brendel J. C.; Martin L.; Zhang J.; Perrier S. Polym. Chem. 2017, 8, 7475.
[26]
Yang C.; Flynn J. P.; Niu J. Angew. Chem., Int. Ed. 2018, 57, 16194.
[27]
Li Z.; Ren X.; Sun P.; Ding H.; Li S.; Zhao Y.; Zhang K. ACS Macro Lett. 2021, 10, 223.
[28]
Li S.; Beringer L. T.; Chen S.; Averick S. Polymer 2015, 78, 37.
[29]
Oakdale J. S.; Kwisnek L.; Fokin V. V. Macromolecules 2016, 49, 4473.
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