Me3SiCF3/AgF/Cu—A new reagents combination for selective trifluoromethylation of various organic halides by trifluoromethylcopper, CuCF3

Journal of Fluorine Chemistry - Tập 133 - Trang 67-71 - 2012
Mikhail M. Kremlev1, Aleksej I. Mushta1, Wieland Tyrra2, Yurii L. Yagupolskii1, Dieter Naumann2, Angela Möller3
1Institute of Organic Chemistry, National Academy of Sciences of the Ukraine, Murmanskaya St., 5, UA-02094, Kyiv, Ukraine
2Department für Chemie, Institut für Anorganische Chemie, Universität zu Köln, Greinstr. 6, D-50939 Köln, Germany
3Department of Chemistry, University of Houston, Houston, TX 77204-5003, USA

Tài liệu tham khảo

Kirsch, 2004 Kobayashi, 1969, Tetrahedron Lett., 10, 4095, 10.1016/S0040-4039(01)88624-X Kobayashi, 1979, Tetrahedron Lett., 20, 4071, 10.1016/S0040-4039(01)86506-0 Kondratenko, 1980, Synthesis, 932, 10.1055/s-1980-29276 Wiemers, 1986, J. Am. Chem. Soc., 108, 832, 10.1021/ja00264a043 Kremlev, 2010, J. Fluorine Chem., 131, 212, 10.1016/j.jfluchem.2009.10.011 Urata, 1991, Tetrahedron Lett., 32, 91, 10.1016/S0040-4039(00)71226-3 Kütt, 2008, J. Org. Chem., 73, 2607, 10.1021/jo702513w Naumann, 1994, J. Fluorine Chem., 67, 91, 10.1016/0022-1139(93)02937-A Prakash, 1997, Chem. Rev., 97, 757, 10.1021/cr9408991 Dubinina, 2008, J. Am. Chem. Soc., 130, 8600, 10.1021/ja802946s Tomashenko, 2011, Chem. Rev., 111, 4475, 10.1021/cr1004293 Roy, 2011, Tetrahedron, 67, 2161, 10.1016/j.tet.2011.01.002 Weng, 2011, Organometallics, 30, 3229, 10.1021/om200204y Tyrra, 2004, J. Fluorine Chem., 125, 823, 10.1016/j.jfluchem.2004.01.032 Tyrra, 2001, J. Fluorine Chem., 112, 149, 10.1016/S0022-1139(01)00484-5 Tyrra, 2002, Heteroat. Chem., 13, 561, 10.1002/hc.10102 Chu, 2010, J. Am. Chem. Soc., 132, 7262, 10.1021/ja102175w Chu, 2010, Org. Lett., 12, 5060, 10.1021/ol1023135 Zhang, 2011, Angew. Chem., 123, 1936, 10.1002/ange.201006823 Zhang, 2011, Angew. Chem. Int. Ed., 50, 1896, 10.1002/anie.201006823 Senecal, 2011, J. Org. Chem., 76, 1174, 10.1021/jo1023377 Knauber, 2011, Chem. Eur. J., 17, 2689, 10.1002/chem.201002749 Xu, 2011, Chem. Commun., 4300, 10.1039/c1cc10359h Liu, 2011, Org. Lett., 13, 2342, 10.1021/ol2005903 Morimoto, 2011, Angew. Chem., 123, 3877, 10.1002/ange.201100633 Morimoto, 2011, Angew. Chem. Int. Ed., 50, 3793, 10.1002/anie.201100633 Kondo, 2011, Adv. Synth. Catal., 353, 1247, 10.1002/adsc.201000825 Popov, 2011, J. Am. Chem. Soc., 133, 9286, 10.1021/ja2041942 Kawai, 2011, Org. Lett., 13, 3596, 10.1021/ol201205t O.A. Tomashenko, E.C. Escudero-Adán, M. Martínez Belmonte, V.V. Grushin, Angew. Chem., 123 (2011) 7797-7801. O.A. Tomashenko, E.C. Escudero-Adán, M. Martínez Belmonte, V.V. Grushin, Angew. Chem. Int. Ed., 50 (2011) 7655-7659. Kremlev, 2007, J. Fluorine Chem., 128, 1385, 10.1016/j.jfluchem.2007.06.009 Wessel, 2001, Allg. Chem., 627, 1264, 10.1002/1521-3749(200106)627:6<1264::AID-ZAAC1264>3.0.CO;2-J Naumann, 1997, J. Organomet. Chem., 547, 79, 10.1016/S0022-328X(97)00105-8 Naumann, 1993, Angew. Chem., 105, 1555, 10.1002/ange.19931051048 Naumann, 1993, Angew. Chem. Int. Ed. Engl., 32, 1482, 10.1002/anie.199314821 Dust, 1983, J. Am. Chem. Soc., 105, 1221, 10.1021/ja00343a024 Cottet, 2002, Eur. J. Org. Chem., 327, 10.1002/1099-0690(20021)2002:2<327::AID-EJOC327>3.0.CO;2-V Clark, 1990, J. Fluorine Chem., 50, 411, 10.1016/S0022-1139(00)85007-1 Porwisiak, 1994, Tetrahedron, 50, 12259, 10.1016/S0040-4020(01)89575-2 Fialkov, 1980, J. Org. Chem. USSR (Engl.Transl.), 16, 1269 Fialkov, 1980, Zh. Org. Khim., 16, 1476 Brooke, 1964, J. Chem. Soc., 729, 10.1039/jr9640000729