Nature News

Modular chemistry click on libraries for practical screens utilizing a diazotization reagent

1.

Kolb, H.C., Finn, M.G. & Sharpless, Ok.B. Click on chemistry: miscellaneous chemical operate from some good reactions. Angew. Chem. Int. Ed. 40, 2004-2021 (2001).

2

Tornøe, C.W., Christensen, C. and Meldal, M. Peptidotriazoles in stable part: [1,2,3]triazoles by 1,Three-dipolar cyclodispersed 1,Three-dipolar copper-bearing (I) regiospecific terminal alkynes to azides J. Org. Chem. 67, 3057-3064 (2002).

Three

Rostovtsev, V.V., Inexperienced, L.G., Fokin, V.V. and Sharpless, Ok.B. A Huisgen cycloaddition course of in phases: Regioselective copper (I) -ligation catalyzed by azides and terminal alkynes. Angew. Chem. Int. Ed. 41, 2596-2599 (2002).

Four

Dong, J., Krasnova, L., Finn, M. G. and Sharpless, Ok. B. Sulfur Fluoride (VI) Alternate (SuFEx): one other good response for click on chemistry. Angew. Chem. Int. Ed. 53, 9430-9448 (2014).

5

Kalliokoski, T. Worth-based evaluation of commercially out there constructing blocks for the synthesis of combinatorial libraries. ACS Comb. Sci. 17, 600 to 607 (2015).

6

Ruff, J. Ok. Derivatives of sulfur oxyfluoride. II. Inorg. Chem. Four, 567-570 (1965).

seven.

Shozda, R. J. and Vernon, J. A. Derivatives of azidosulfonic acid. Halides, amides and salts. J. Org. Chem. 32, 2876-280 (1967).

eight

Shozda, R. J. Sulfuryl halides and course of. US Patent 3418088A (1968).

9

Zeng, X., Gerken, M., Beckers, H. and Willner, H. Anomeric Results in Sulfonyl Compounds: Experimental and Pc Examine of Fluorosulfonyl Azide, FSO2N3, and Trifluoromethylsulfonyl Azide , CF3SO2N3. J. Phys. Chem. A 114, 7624-7630 (2010).

ten.

Zeng, X., Beckers, H., Neuhaus, P., Grote, D. and Sander, W. Elusive fluoro-sulfinyl nitrite, FS (O) NO, produced by photolysis of 2N FS (O) remoted on matrix. Z. Anorg. Allg. Chem. 638, 526-533 (2012).

11

Zeng, X., Beckers, H. and Willner, H. Fluorosulfonylnitrene thermally persistent and surprising formation of the fluorosulfonyl radical. Jam. Chem. Soc. 135, 2096-2099 (2013).

12

Cavender, C.J. & Shiner, V.J. Trifluoromethanesulfonyl azide. Its response with alkylamines to kind alkylazotures. J. Org. Chem. 37, 3567-3569 (1972).

13

Alper, P. B., Hung, S.-C. & Wong, C.-H. Diazo switch catalyzed by a steel for the synthesis of amine azides. Tetrahedr. Lett. 37, 6029-6032 (1996).

14

Nyffeler, P. T., Liang, C.-H., Koeller, Ok.M. and Wong, C.-H. Chemistry of amine-azide interconversion: catalytic switch by diazotransfer and discount of the regioselective azide. Jam. Chem. Soc. 124, 10773-10778 (2002).

15

Liu, Q. & Tor, Y. Easy conversion of fragrant amines to azides. Org. Lett. 5, 2571-2572 (2003).

16

Titz, A., Radic, Z., Schwardt, O. and Ernst, B. A protected and handy technique for the preparation of trifluoride, and its use in diazo switch reactions to major amines. Tetrahedr. Lett. 47, 2383-2385 (2006).

17

Beckmann, H. S. S. & Wittmann, V. Single-vessel process for diazo switch and azide-alkyne cycloaddition: Triazole linkages of amines. Org. Lett. 9, 1-Four (2007).

18

Lee, C.T., Huang, S. & Lipshutz, B. H. Copper and Coal-catalyzed Tandem Diazo Switch Reactions. Adv. Synth. Catal. 351, 3139-3142 (2009).

19

Goddard-Borger, E.D. & Stick, R. V. An efficient, cheap and storage secure diazotransfer reagent: imidazole-1-sulfonylazide hydrochloride. Org. Lett. 9, 3797-3800 (2007).

20

Goddard-Borger, E.D. & Stick, R. V. An efficient, cheap and storage secure diazotransfer reagent: imidazole-1-sulfonylazide hydrochloride. Org. Lett. 13, 2514 (2011).

21

Guo, T. et al. A brand new portal to click on chemistry SuFEx: a secure fluorosulfuryl imidazolium salt that seems as an "F – SO2 +" donor of unprecedented reactivity, selectivity and area of utility. Angew. Chem. Int. Ed. 57, 2605-2610 (2018).

22

Schoffelen, S. et al. Introduction of azides in proteins with out metals nor managed pH. Chem. Sci. 2, 701-705 (2011).

23

Glemser, V. O. & Richert, H. Darstellung and the like by SNF and NSF3. Z. Anorg. Allg. Chem. 307, 313-327 (1961).

24

Kislukhin, A.A., Hong, V.P., Breitenkamp, ​​Ok.E. and Finn, M.G. Relative alkyne efficiency in copper catalyzed azide-alkyne cycloaddition. Bioconjug. Chem. 24, 684-689 (2013).

25

Rees, D.C., Congreve, M., Murray, C.W. & Carr, R. Discovery of lead primarily based fragments. Nat. Rev. Drug Discov. Three, 660-672 (2004).

26

Murray, C.W. & Rees, D.C. The rise of drug discovery primarily based on fragments. Nat. Chem. 1, 187-192 (2009).

27

Moffat, J. G., Vincent F., Lee, J.A., Eder, J. and Prunotto, M. Alternatives and Challenges of Phenotypic Drug Discovery: An Business Perspective. Nat. Rev. Drug Discov. 16, 531-543 (2017).

28

Suárez, J.R., B.Trastoy, M. Pérez-Ojeda, M.E., Barrios, R.M. and Chiara, J.L. Nonafluorobutanesulfonyl azide: a storage secure diazo switch reagent for the synthesis of azides from major amines. Adv. Synth. Catal. 352, 2515-2520 (2010).

29

Katritzky, A.R., Khatib, M.E., Shakov, O.B., Khelashvili, L. and Metal, P.J. Benzotriazol-1-yl-sulfonylazide for diazotransfer and the preparation of azidoacylbenzotriazoles. J. Org. Chem. 75, 6532-6539 (2010).

30

Fischer, N. et al. Sensitivities of Sure Imidazole-1-Sulfonyl Azide Imide Salts J. Org. Chem. 77, 1760-1764 (2012).

31.

Sure, H. et al. A protected and simple route for imidazole-1-sulfonyl azide imide as a diazotransfer reagent. Org. Lett. 15, 18-21 (2013).

32

Stevens, M. Y., Sawant, R.T. and Odell, L.R. Synthesis of sulfonyl azides by diazotransfert utilizing an imidazole-1-sulfonyl azide salt: Scope Scanning and 15N NMR experiments. J. Org. Chem. 79, 4826-4831 (2014).

33

Kitamura, M. et al. Direct synthesis of natural azides of major amines with 2-azido-1,Three-dimethylimidazolinium hexafluorophosphate. EUR. J. Org. Chem. 458-462 (2011).

Leave a Reply

Your email address will not be published. Required fields are marked *