Organic Letters
Letter
(7) For selected examples, see: (a) Guckian, K.; Lee, W. C.; Lin, E.
insights into the reaction mechanism. The operational
simplicity of the protocol and the ready availability of the
starting materials make this a very convenient approach for the
synthesis of novel structurally diverse imidazole building blocks.
With regard to their complex substitution patterns, the
synthesis of reported 2-trifluoromethyl-2,3-dihydro-1H-imida-
zoles might be of particular interest for future pharmacological
applications. Hence, their use for targeted synthesis is currently
under investigation in our laboratory.
WO2008094556A2, 2008. (b) Meier, H.; Bender, E.; Bruggemeier, U.;
̈
Flamme, I.; Karthaus, D.; Kolkhof, P.; Meibom, D.; Schneider, D.;
Voehringer, V.; Furstner, C. US8084481B2, 2011. (c) Liao, W.; Hu,
̈
G.; Guo, Z.; Sun, D.; Zhang, L.; Bu, Y.; Li, Y.; Liu, Y.; Gong, P. Bioorg.
Med. Chem. 2015, 23, 4410−4422.
(8) (a) Deutsch, A.; Glas, H.; Hoffmann-Roder, A.; Deutsch, C. RSC
̈
Adv. 2014, 4, 9288−9291. (b) Deutsch, A.; Wagner, C.; Deutsch, C.;
Hoffmann-Roder, A. Eur. J. Org. Chem. 2016, 2016, 930−945.
̈
(9) Ortu, F.; Moxey, G. J.; Blake, A. J.; Lewis, W.; Kays, D. L. Inorg.
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(10) Formation of imine species were only observed during
preparation of electron-rich hemiaminal ethers under acidic con-
ditions; for an experimental procedure, see: Gong, Y.; Kato, K. J.
Fluorine Chem. 2004, 125, 767−773.
(11) Kirij, N. V.; Babadzhanova, L. A.; Movchun, V. N.; Yagupolskii,
Y. L.; Tyrra, W.; Naumann, D.; Fischer, H. T. M.; Scherer, H. J.
Fluorine Chem. 2008, 129, 14−21.
ASSOCIATED CONTENT
* Supporting Information
The Supporting Information is available free of charge on the
■
S
Experimental procedures and data for all new com-
pounds, and NMR studies (PDF)
AUTHOR INFORMATION
Corresponding Author
■
Notes
The authors declare no competing financial interest.
ACKNOWLEDGMENTS
■
Support for this work by the Excellence Cluster Center of
Integrated Protein Science Munich (CIPSM) is gratefully
acknowledged.
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