Biosourced cyclosophoraose-driven acceleration of click reaction in H2O

다국어 초록 (Multilingual Abstract)

Here, we report biosourced cyclosophoraose (CyS)-promoted click reaction of organic azides and alkynes in water, where CyS, rhizobial cyclic β-1,2 glucan molecules containing 17–23 glucoses, dramatically decreased the reaction time from hours to minutes via the solubilization of aromatic alkynes. This catalytic system was successfully applied to the copper-mediated Huisgen 1,3-dipolar cycloaddition reaction using in situ-generated azide. The developed strategy yielded 1,4-disubstituted-1,2,3-triazoles after a short reaction time without bases from a room-temperature aqueous medium, and the products were purified simply by precipitation without requiring further column purifications.

참고문헌 (Reference)

1 K. Nwe, 24 : 289-, 2009

2 Y. Bourne, 101 : 1449-, 2004

3 F. Fazio, 124 : 14397-, 2002

4 G.C. Tron, 28 : 278-, 2008

5 C. Ye, 9 : 3841-, 2007

6 A.D. Moorhouse, 128 : 15972-, 2006

7 P. Wu, 116 : 4018-, 2004

8 Y. Xia, 16 : 2693-, 2006

9 D.R. Buckle, 29 : 2262-, 1986

10 J.-S. Lv, 24 : 308-, 2014

11 N. Pribut, 26 : 3700-, 2016

12 Y.-C. Duan, 62 : 11-, 2013

13 F. Amblard, 109 : 4207-, 2009

14 M. Meldal, 108 : 2952-, 2008

15 A.K. Feldman, 6 : 3897-, 2004

16 S.I. Presolski, 132 : 14570-, 2010

17 V.O. Rodionov, 129 : 12705-, 2007

18 N. Miller, 11 : 2409-, 2009

19 P. Cintas, 5 : 607-, 2010

20 M. Raynal, 43 : 1734-, 2014

21 E. Cho, 85 : 175-, 2016

22 D. Jeong, 23 : 2609-, 2016

23 C. Kwon, 74 : 325-, 2012

24 C. Kwon, 36 : 55-, 2000

25 Y. Hu, 175 : 493-, 2017

26 J. Piao, 101 : 733-, 2014

27 L. Zevenhuizen, 57 : 173-, 1990

28 B. Worrell, 340 : 457-, 2013

29 B. Gyurcsik, 203 : 81-, 2000

30 J. Jeschke, 81 : 476-, 2016

31 X. Xiong, 2 : 765-, 2014

32 R.P. Jumde, 324 : 25-, 2015

33 A. Pourjavadi, 29 : 601-, 2015

34 Xian-Lei Shi, "A potential industrialized fiber-supported copper catalyst for one-pot multicomponent CuAAC reactions in water" 한국공업화학회 53 : 134-142, 2017