硅醚与硫(VI)氟化合物SuFEx点击反应进展
收稿日期: 2023-04-19
修回日期: 2023-05-23
网络出版日期: 2023-06-26
基金资助
国家自然科学基金(22101261); 河南省自然科学基金(232300421087)
Recent Development of SuFEx Reaction between Silyl Ethers and Sulfur(VI) Fluoride Compounds
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)
张豪 , 赵庆彬 , 阮忠睿 , 刘振兴 . 硅醚与硫(VI)氟化合物SuFEx点击反应进展[J]. 有机化学, 2023 , 43(10) : 3569 -3579 . DOI: 10.6023/cjoc202304026
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.
Key words: click chemistry; SuFEx reaction; silyl ether; sulfur(Ⅵ) fluoride compounds
| [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. |
/
| 〈 |
|
〉 |