Mild Cobalt(III)-Catalyzed Allylative C−F/C−H Functionalizations at Room Temperature

  1. Zell, Daniel 2
  2. Müller, Valentin 2
  3. Dhawa, Uttam 2
  4. Bursch, Markus 1
  5. Presa, Rubén Rubio 2
  6. Grimme, Stefan 1
  7. Ackermann, Lutz 2
  1. 1 Mulliken Center for Theoretical Chemistry, Institut für Physikalische und Theoretische Chemie; Universität Bonn; Beringstraße 4 53115 Bonn Germany
  2. 2 Institut für Organische und Biomolekulare Chemie; Georg-August-Universität Göttingen; Tammannstraße 2 37077 Göttingen Germany
Revue:
Chemistry - A European Journal

ISSN: 0947-6539 1521-3765

Année de publication: 2017

Volumen: 23

Número: 50

Pages: 12145-12148

Type: Article

DOI: 10.1002/CHEM.201702528 GOOGLE SCHOLAR lock_openAccès ouvert editor

D'autres publications dans: Chemistry - A European Journal

Objectifs de Développement Durable

Information sur le financement

Références bibliographiques

  • Chem. Rev 2017 https://doi.org/10.1021/acs.chemrev.6b00567
  • Zhu, (2016), Angew. Chem. Int. Ed., 55, pp. 10578, 10.1002/anie.201600791
  • (2016), Angew. Chem., 128, pp. 10734, 10.1002/ange.201600791
  • Shin, (2015), Acc. Chem. Res., 48, pp. 1040, 10.1021/acs.accounts.5b00020
  • Daugulis, (2015), Acc. Chem. Res., 48, pp. 1053, 10.1021/ar5004626
  • Souillart, (2015), Chem. Rev., 115, pp. 9410, 10.1021/acs.chemrev.5b00138
  • Wencel-Delord, (2013), Nat. Chem., 5, pp. 369, 10.1038/nchem.1607
  • Liang, (2015), Org. Chem. Front., 2, pp. 403, 10.1039/C4QO00350K
  • Rouquet, (2013), Angew. Chem. Int. Ed., 52, pp. 11726, 10.1002/anie.201301451
  • (2013), Angew. Chem., 125, pp. 11942, 10.1002/ange.201301451
  • Colby, (2012), Acc. Chem. Res., 45, pp. 814, 10.1021/ar200190g
  • Ackermann, (2010), Chem. Commun., 46, pp. 4866, 10.1039/c0cc00778a
  • Yeung, (2011), Chem. Rev., 111, pp. 1215, 10.1021/cr100280d
  • Ackermann, (2009), Angew. Chem. Int. Ed., 48, pp. 9792, 10.1002/anie.200902996
  • (2009), Angew. Chem., 121, pp. 9976, 10.1002/ange.200902996
  • Chen, (2009), Angew. Chem. Int. Ed., 48, pp. 5094, 10.1002/anie.200806273
  • (2009), Angew. Chem., 121, pp. 5196, 10.1002/ange.200806273
  • Pouliot, (2016), Chem. Rev., 116, pp. 14225, 10.1021/acs.chemrev.6b00498
  • Seki, (2016), Org. Process Res. Dev., 20, pp. 867, 10.1021/acs.oprd.6b00116
  • Ackermann, (2015), Org. Process Res. Dev., 19, pp. 260, 10.1021/op500330g
  • Yin, (2016), Acc. Chem. Res., 49, pp. 2413, 10.1021/acs.accounts.6b00328
  • Besset, (2014), Chem. Eur. J., 20, pp. 16830, 10.1002/chem.201404537
  • Egami, (2014), Angew. Chem. Int. Ed., 53, pp. 8294, 10.1002/anie.201309260
  • (2014), Angew. Chem., 126, pp. 8434, 10.1002/ange.201309260
  • Furuya, (2011), Nature, 473, pp. 470, 10.1038/nature10108
  • Purser, (2008), Chem. Soc. Rev., 37, pp. 320, 10.1039/B610213C
  • Müller, (2007), Science, 317, pp. 1881, 10.1126/science.1131943
  • Zell, (2017), ACS Catal., 7, pp. 4209, 10.1021/acscatal.7b01208
  • Wang, (2017), J. Am. Chem. Soc., 139, pp. 1762, 10.1021/jacs.6b12142
  • Wu, (2017), J. Am. Chem. Soc., 139, pp. 3537, 10.1021/jacs.7b00118
  • Kong, (2016), Org. Lett., 18, pp. 6320, 10.1021/acs.orglett.6b03203
  • Tian, (2015), Nat. Commun., 6, pp. 7472, 10.1038/ncomms8472
  • Ackermann, (2014), Acc. Chem. Res., 47, pp. 281, 10.1021/ar3002798
  • Ackermann, (2007), Synlett, pp. 507, 10.1055/s-2007-970744
  • Cera, (2016), Top. Curr. Chem., 374, pp. 191
  • Hirano, (2015), Chem. Lett., 44, pp. 868, 10.1246/cl.150354
  • Castro, (2015), Chem. Lett., 44, pp. 410, 10.1246/cl.150024
  • Liu, (2016), ACS Catal., 6, pp. 3743, 10.1021/acscatal.6b00993
  • Nakao, (2011), Chem. Rec., 11, pp. 242, 10.1002/tcr.201100023
  • Kulkarni, (2009), Synthesis, pp. 4087
  • Yoshino, (2017), Adv. Synth. Catal., 359, pp. 1245, 10.1002/adsc.201700042
  • Wei, (2016), ChemCatChem, 8, pp. 1242, 10.1002/cctc.201600040
  • Moselage, (2016), ACS Catal., 6, pp. 498, 10.1021/acscatal.5b02344
  • Gao, (2014), Acc. Chem. Res., 47, pp. 1208, 10.1021/ar400270x
  • Ackermann, (2014), J. Org. Chem., 79, pp. 8948, 10.1021/jo501361k
  • Boerth, (2016), Angew. Chem. Int. Ed., 55, pp. 12650, 10.1002/anie.201603831
  • (2016), Angew. Chem., 128, pp. 12840, 10.1002/ange.201603831
  • Tanaka, (2016), Org. Lett., 18, pp. 5732, 10.1021/acs.orglett.6b02997
  • Kong, (2016), Org. Lett., 18, pp. 3802, 10.1021/acs.orglett.6b01806
  • Zell, (2016), Angew. Chem. Int. Ed., 55, pp. 7408, 10.1002/anie.201601778
  • (2016), Angew. Chem., 128, pp. 7534, 10.1002/ange.201601778
  • Liang, (2016), Angew. Chem. Int. Ed., 55, pp. 4035, 10.1002/anie.201511002
  • (2016), Angew. Chem., 128, pp. 4103, 10.1002/ange.201511002
  • Hummel, (2015), J. Am. Chem. Soc., 137, pp. 490, 10.1021/ja5116452
  • Ackermann, (2015), Synlett, 26, pp. 1596, 10.1055/s-0034-1379927
  • Patel, (2015), ACS Catal., 5, pp. 853, 10.1021/cs501860b
  • Zhao, (2015), Angew. Chem. Int. Ed., 54, pp. 4508, 10.1002/anie.201411994
  • (2015), Angew. Chem., 127, pp. 4591, 10.1002/ange.201411994
  • Barsu, (2016), Chem. Commun., 52, pp. 1338, 10.1039/C5CC08736H
  • Liang, (2015), Chem. Eur. J., 21, pp. 16395, 10.1002/chem.201503533
  • Yu, (2014), J. Am. Chem. Soc., 136, pp. 17722, 10.1021/ja511011m
  • Suzuki, (2015), Tetrahedron, 71, pp. 4552, 10.1016/j.tet.2015.02.032
  • Ikemoto, (2014), J. Am. Chem. Soc., 136, pp. 5424, 10.1021/ja5008432
  • Yoshino, (2013), Angew. Chem. Int. Ed., 52, pp. 2207, 10.1002/anie.201209226
  • (2013), Angew. Chem., 125, pp. 2263, 10.1002/ange.201209226
  • Zhang, (2014), Chem. Soc. Rev., 43, pp. 6906, 10.1039/C4CS00137K
  • Moselage, (2017), Angew. Chem. Int. Ed., 56, pp. 5341, 10.1002/anie.201701231
  • Gulia, (2017), Angew. Chem. Int. Ed., 56, pp. 3630, 10.1002/anie.201611407
  • gem
  • Ma, (2014), Chem. Eur. J., 20, pp. 15248, 10.1002/chem.201404604
  • Lapointe, (2010), Chem. Lett., 39, pp. 1118, 10.1246/cl.2010.1118
  • García-Cuadrado, (2006), J. Am. Chem. Soc., 128, pp. 1066, 10.1021/ja056165v
  • Tao, (2003), Phys. Rev. Lett., 91, pp. 146401, 10.1103/PhysRevLett.91.146401
  • Weigend, (2005), Phys. Chem. Chem. Phys., 7, pp. 3297, 10.1039/b508541a
  • Grimme, (2007), Org. Biomol. Chem., 5, pp. 741, 10.1039/B615319B
  • Grimme, (2011), J. Comput. Chem., 32, pp. 1456, 10.1002/jcc.21759
  • Becke, (2005), J. Chem. Phys., 123, pp. 154101, 10.1063/1.2065267
  • Grimme, (2016), Chem. Rev., 116, pp. 5105, 10.1021/acs.chemrev.5b00533
  • Klamt, (1995), J. Phys. Chem., 99, pp. 2224, 10.1021/j100007a062
  • Eckert, (2002), AIChE J., 48, pp. 369, 10.1002/aic.690480220
  • Zhao, (2005), J. Phys. Chem. A, 109, pp. 5656, 10.1021/jp050536c
  • Angew. Chem. Int. Ed 2017 56 https://doi.org/10.1002/anie.201704196