Chem. J. Chinese Universities ›› 2024, Vol. 45 ›› Issue (5): 20230511.doi: 10.7503/cjcu20230511
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LONG Lei1, WEI Wei2, LUO Yunjun1,2, LI Xiaoyu1,2()
Received:
2023-12-13
Online:
2024-05-10
Published:
2024-02-19
Contact:
LI Xiaoyu
E-mail:xiaoyuli@bit.edu.cn
Supported by:
CLC Number:
TrendMD:
LONG Lei, WEI Wei, LUO Yunjun, LI Xiaoyu. Research Progress in Efficient Azide Methods[J]. Chem. J. Chinese Universities, 2024, 45(5): 20230511.
1 | Bräse S., Gil C., Knepper K., Zimmermann V., Angew. Chem. Int. Ed., 2005, 44(33), 5188—5240 |
2 | Curtius T., J. Prakt. Chem., 1894, 50(1), 275—294 |
3 | Köhn M., Breinbauer R., Angew. Chem. Int. Ed., 2004, 43(24), 3106—3116 |
4 | Sivaguru P., Ning Y. Q., Bi X. H., Chem. Rev., 2021, 121(7), 4253—4307 |
5 | Leggans E. K., Barker T. J., Duncan K. K., Boger D. L., Org. Lett., 2012, 14(6), 1428—1431 |
6 | Shirke R. P., Ramasastry S. S. V., Org. Lett., 2017, 19(19), 5482—5485 |
7 | Li X. N., Chen P. H., Liu G. S., Sci. Chi. Chem., 2019, 62(11), 1537—1541 |
8 | Wang J. J., Yu W., Chem⁃Eur J., 2019, 25(14), 3510—3514 |
9 | Zhang B., Studer A., Org. Lett., 2013, 15(17), 4548—4551 |
10 | Yin H., Wang T., Jiao N., Org. Lett., 2014, 16(9), 2302—2305 |
11 | Yang B., Lu Z., ACS Catal., 2017, 7(12), 8362—8365 |
12 | Wei W., Cui H. H., Yue H. L., Yang D. S., Green Chem., 2018, 20(14), 3197—3202 |
13 | Siu J. C., Sauer G. S., Saha A., Macey R. L., Fu N. K., Chauviré T., Lancaster K. M., Lin S., J. Am. Chem. Soc., 2018, 140(39), 12511—12520 |
14 | Chouthaiwale P. V., Karabal P. U., Suryavanshi G., Sudalai A., Synthesis, 2010, 22, 3879—3882 |
15 | Kupracz L., Hartwig J., Wegner J., Ceylan S., Kirschning A., Beilstein. J. Org. Chem., 2011, 7, 1441—1448 |
16 | Saikia I., Phukan P., CR. Chim., 2012, 15(8), 688—692 |
17 | Li Z. D., Zhang C. W., Zhu L., Liu C., Li C. Z., Org. Chem. Front., 2014, 1(1), 100—104 |
18 | Valiulin R. A., Mamidyala S., Finn M. G., J. Org. Chem., 2015, 80(5), 2740—2755 |
19 | Rao D. S., Reddy T. R., Gurawa A., Kumar M., Kashyap S., Org. Lett., 2019, 21(24), 9990—9994 |
20 | Ge L., Zhou H., Chiou M. F., Jiang H. M., Jian W. J., Ye C. Q., Li X. Y., Zhu X. T., Xiong H. G., Li Y. J., Song L. J., Zhang X. H., Bao H. L., Nat. Catal, 2020, 4(1), 28—35 |
21 | Wu L. Q., Zhang Z. H., Wu D. Q., Wang F., Chen P. H., Lin Z. Y., Liu G. S., Angew. Chem. Int. Ed., 2021, 60(13), 6997—7001 |
22 | Kamble D. A., Karabal P. U., Chouthaiwale P. V., Sudalai A., Tetrahedron Lett., 2012, 53(32), 4195—4198 |
23 | Yuan Y. A., Lu D. F., Chen Y. R., Xu H., Angew. Chem. Int. Ed., 2016, 55(2), 534—538 |
24 | Reddy T. R., Rao D. S., Kashyap S., Chem. Commun., 2019, 55(19), 2833—2836 |
25 | Siu J. C., Parry J. B., Lin S., J. Am. Chem. Soc., 2019, 141(7), 2825—2831 |
26 | Liu W., Pu M. P., He J., Zhang T. H., Dong S. X., Liu X. H., Wu Y. D., Feng X. M., J. Am. Chem. Soc., 2021, 143(30), 11856—11863 |
27 | Zhang M. L., Zhang J. H., Li Q. Y., Shi Y. M., Nat. Commun., 2022, 13(1), 7880 |
28 | Cai C. Y., Zheng Y. T., Li J. F., Xu H. C., J. Am. Chem. Soc., 2022, 144(27), 11980—11985 |
29 | Sequeira F. C., Turnpenny B. W., Chemler S. R., Angew. Chem. Int. Ed., 2010, 49(36), 6365—6368 |
30 | Wang L. J., Ren P. X., Qi L., Chen M. M., Lu Y. L., Zhao J. Y., Liu R., Chen J. M., Li W., Org. Lett., 2018, 20(15), 4411—4415 |
31 | Shen K., Wang Q., J. Am. Chem. Soc., 2017, 139(37), 13110—13116 |
32 | Fayssal S. A., Giungi A., Berhal F., Prestat G., Org. Process Res. Dev., 2020, 24(5), 695—703 |
33 | Zhang B., Studer A., Org. Lett., 2014, 16(6), 1790—1793 |
34 | Lei B. W., Wang X. J., Ma L. F., Li Y., Li Z. Y., Org. Biomol. Chem., 2018, 16(17), 3109—3113 |
35 | Makai S., Falk E., Morandi B., J. Am. Chem. Soc., 2020, 142(51), 21548—21555 |
36 | Lv D. Q., Sun Q., Zhou H., Ge L., Qu Y. J., Li T. A., Ma X. X., Li Y., Bao H. L., Angew. Chem. Int. Ed., 2021, 60(22), 12455—12460 |
37 | Xu J., Li X. Q., Gao Y. Z., Zhang L. L., Chen W. Z., Fang H., Tang G., Zhao Y. F., Chem. Commun., 2015, 51(56), 11240—11243 |
38 | Lu L. X., Fu N. K., Lin S., Synlett, 2019, 30(10), 1199—1203 |
39 | Xiong Y., Sun Y. W., Zhang G. Z., Org. Lett., 2018, 20(19), 6250—6254 |
40 | Ma H. L., Li Y. Z., Wang P. Q., Ye J. M., Zhang J., Liu G., Wu J., Org. Chem. Front., 2023, 10(4), 866—871 |
41 | Arepally S., Babu V. N., Polu A., Sharada D. S., Eur. J. Org. Chem., 2018, 2018(41), 5700—5705 |
42 | Zheng L., Wang Z. J., Li C., Wu Y., Liu Z. H., Ning Y. Q., Chem. Commun., 2021, 57(77), 9874—9877 |
43 | Hurtado-Rodrigo C., Hoehne S., Munoz M. P., Chem. Commun., 2014, 50(12), 1494—1496 |
44 | Khrakovsky D. A., Tao C. Z., Johnson M. W., Thornbury R. T., Shevick S. L., Toste F. D., Angew. Chem. Int. Ed., 2016, 55(20), 6079—6083 |
45 | Liu Y. C., Ding N., Tan X. J., Li X. X., Zhao Z. G., Chem. Commun., 2020, 56(54), 7507—7510 |
46 | Thirumurugan P., Matosiuk D., Jozwiak K., Chem. Rev., 2013, 113(7), 4905—4979 |
47 | Magnus P., Lacour J., J. Am. Chem. Soc., 1992, 114(2), 767—769 |
48 | Pedersen C. M., Marinescu L. G., Bols M., Org. Biomol. Chem., 2005, 3(5), 816—822 |
49 | Zhdankin V. V., Kuehl C. J., Krasutsky A. P., Formaneck M. S., Bolz J. T., Tetrahedron Lett., 1994, 35(52), 9677—9680 |
50 | Zhang X. F., Yang H. D., Tang P. P., Org. Lett., 2015, 17(23), 5828—5831 |
51 | Li X., Shi Z. J., Org. Chem. Front., 2016, 3(10), 1326—1330 |
52 | Xia Y., Wang L., Studer A., Angew. Chem. Int. Ed., 2018, 57(39), 12940—12944 |
53 | Sharma A., Hartwig J. F., Nature, 2015, 517(7536), 600—604 |
54 | Huang X. Y., Bergsten T. M., Groves J. T., J. Am. Chem. Soc., 2015, 137(16), 5300—5303 |
55 | Torres-Ochoa R. O., Leclair A., Wang Q., Zhu J. P., Chem⁃Eur J., 2019, 25(40), 9477—9484 |
56 | Bian K. J., Wang C. Y., Huang Y. L., Xu Y. H., Wang X. S., Org. Biomol. Chem., 2020, 18(28), 5354—5358 |
57 | Bian K. J., Li Y., Zhang K. F., He Y., Wu T. R., Wang C. Y., Wang X. S., Chem. Sci., 2020, 11(38), 10437—10443 |
58 | Suh S. E., Chen S. J., Mandal M., Guzei I. A., Cramer C. J., Stahl S. S., J. Am. Chem. Soc., 2020, 142(26), 11388—11393 |
59 | Cao M., Wang H. L., Ma Y. A., Tung C. H., Liu L., J. Am. Chem. Soc., 2022, 144(33), 15383—15390 |
60 | Wang Y. X., Li G. X., Yang G. H., He G., Chen G., Chem. Sci., 2016, 7(4), 2679—2683 |
61 | Kamijo S., Watanabe M., Kamijo K., Tao K., Murafuji T. J. S., Synthesis⁃Stuttgart, 2015, 48(1), 115—121 |
62 | Margrey K. A., Czaplyski W. L., Nicewicz D. A., Alexanian E. J., J. Am. Chem. Soc., 2018, 140(12), 4213—4217 |
63 | Niu L. B., Jiang C. Y., Liang Y. W., Liu D. D., Bu F. X., Shi R. Y., Chen H., Chowdhury A. D., Lei A. W., J. Am. Chem. Soc., 2020, 142(41), 17693—17702 |
64 | Meyer T. H., Samanta R. C., Del Vecchio A., Ackermann L., Chem. Sci., 2021, 12(8), 2890—2897 |
65 | Young G., Wang H. Y., Zachariah M. R., Propell. Explos. Pyrot., 2015, 40(3), 413—418 |
66 | Davenas A., J. Propul. Power, 2003, 19(6), 1108—1128 |
67 | Hu J. H., Liu Y. N., Cong K., He J. Y., Yang R. J., Polymers, 2020, 12(5), 1199 |
68 | Boopathi S. K., Hadjichristidis N., Gnanou Y., Feng X. S., Nat. Commun., 2019, 10, 293 |
69 | Li B. J., Luo Y. J., Zheng J., Polym. Sci. Ser. A+., 2017, 59(3), 301—309 |
70 | Jiang K., Deng H. L., Zhang Q., Wang S. F., Wu H., Liu Y., Chai C. P., Huang M. H., Green. Chem., 2018, 20(12), 2813—2820 |
71 | Yang Z. Q., Study on the Synthesis and Properties of Cellulose Azide Derivatives, Beijing Institute of Technology, Beijing, 2015 |
杨志强. 叠氮化纤维素衍生物的合成与性能研究, 北京: 北京理工大学, 2015 | |
72 | Zhang C., Li J., Luo Y. J., Zhang X. F., Zhai B., New Chemical Materials, 2015, 43(5), 174—175 |
张弛, 李杰, 罗运军, 张向飞, 翟滨. 化工新型材料, 2015, 43(5), 174—175 | |
73 | Zhang C., Li J., Luo Y. J., Zhai B., J. Energ. Mater., 2015, 33(4), 305—314 |
74 | Han H. Z., Tsarevsky N. V., Chem. Sci., 2014, 5(12), 4599—4609 |
75 | Ayoup M. S., Cordes D. B., Slawin A. M. Z., O'Hagan D., Beilstein. J. Org. Chem., 2015, 11, 2671—2676 |
76 | Wang C. G., Chong A. M. L., Lu Y. P., Liu X., Goto A., Chem.⁃Eur. J., 2019, 25(56), 13025—13029 |
77 | Rui J. Y., Zhao Q., Huls A. J., Soler J., Paris J. C., Chen Z. H., Reshetnikov V., Yang Y. F., Guo Y. S., Garcia⁃Borras M., Huang X. Y., Nature, 2022, 376(6595), 869—874 |
78 | Gomez C. A., Mondal D., Du Q., Chan N., Lewis J. C., Angew. Chem. Int. Ed., 2023, 62(15), e202301370 |
79 | McHale K. S. S., Haines R. S., Harper J. B., ChemPlusChem, 2019, 84(5), 465—473 |
80 | McHale K. S. S., Wong M. J., Evans A. K., Gilbert A., Haines R. S., Harper J. B., Org. Biomol. Chem., 2019, 17(41), 9243—9250 |
81 | Xu X. D., Liu M. H., Yin Y., Zheng C. B., Deng P. Y., Xue D. F., Green Chem., 2016, 18(5), 1364—1367 |
82 | Meng G. Y., Guo T. J., Ma T. C., Zhang J., Shen Y. C., Sharpless K. B., Dong J. J., Nature, 2019, 574(7776), 86—89 |
83 | Liu Z., Liu J., Zhang L., Liao P., Song J., Bi X., Angew. Chem. Int. Ed., 2014, 53(21), 5305—5309 |
84 | Cao S. S., Ji Q. H., Li H. Z., Pang M. L., Yuan H. Y., Zhang J. P., Bi X. H., J. Am. Chem. Soc., 2020, 142(15), 7083—7091 |
85 | Liu H. X., Sun R. H., Ren C. W., Qiu X., Yang X. B., Jiang B., Org. Biomol. Chem., 2021, 19(1), 166—170 |
86 | Wang Y. K., Li L. B., Fu N. K., ACS Catal., 2022, 12(17), 10661—10667 |
87 | Weng Y. Y., Xu X. B., Chen H. T., Zhang Y. Y., Zhuo X. F., Angew. Chem. Int. Ed., 2022, 61(41), e202206308 |
88 | Liu S., Zhang L., Xu L., Gao P., Duan X. H., Guo L. N., Org. Lett., 2023, 25(8), 1336—1341 |
89 | Zhang C., Shao M. L., Wu D. Q., Li Z. Y., Zhao M. Z., Zhang X. F., Zhai B., Luo Y. J., Li X. Y., Angew. Chem. Int. Ed., 2023, 62(52), e202314052 |
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