Palladium-Catalyzed Benzylic C(sp
Carbonylation
C−H Functionalization
Deprotonation
Josiphos
Palladium
Journal
Angewandte Chemie (International ed. in English)
ISSN: 1521-3773
Titre abrégé: Angew Chem Int Ed Engl
Pays: Germany
ID NLM: 0370543
Informations de publication
Date de publication:
05 Jun 2023
05 Jun 2023
Historique:
received:
03
01
2023
medline:
3
4
2023
pubmed:
3
4
2023
entrez:
2
4
2023
Statut:
ppublish
Résumé
A novel, selective and high-yielding palladium-catalyzed carbonylative arylation of a variety of weakly acidic (pK
Identifiants
pubmed: 37005225
doi: 10.1002/anie.202300073
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
e202300073Subventions
Organisme : Division of Chemistry
ID : CHE-1902509 and CHE-2154593)
Informations de copyright
© 2023 Wiley-VCH GmbH.
Références
X.-F. Wu, RSC Adv. 2016, 6, 83831-83837;
C. F. J. Barnard, Organometallics 2008, 27, 5402-5422;
T. Tu, W. Fang, H. Zhu, Q. Deng, S. Liu, X. Liu, Y. Shen, Synthesis 2014, 46, 1689-1708;
J.-B. Peng, H.-Q. Geng, X.-F. Wu, Chem 2019, 5, 526-552.
A. Brennführer, H. Neumann, M. Beller, Angew. Chem. Int. Ed. 2009, 48, 4114-4133.
T. M. Gøgsig, R. H. Taaning, A. T. Lindhardt, T. Skrydstrup, Angew. Chem. Int. Ed. 2012, 51, 798-801;
D. U. Nielsen, C. Lescot, T. M. Gogsig, A. T. Lindhardt, T. Skrydstrup, Chem. Eur. J. 2013, 19, 17926-17938;
J. Schranck, A. Tlili, P. G. Alsabeh, H. Neumann, M. Stradiotto, M. Beller, Chem. Eur. J. 2013, 19, 12624-12628;
J. Schranck, M. Burhardt, C. Bornschein, H. Neumann, T. Skrydstrup, M. Beller, Chem. Eur. J. 2014, 20, 9534-9538;
X. Jusseau, H. Yin, A. T. Lindhardt, T. Skrydstrup, Chem. Eur. J. 2014, 20, 15785-15789.
H. Zhao, B. Hu, L. Xu, P. J. Walsh, Chem. Sci. 2021, 12, 10862-10870.
J. Zhang, A. Bellomo, A. D. Creamer, S. D. Dreher, P. J. Walsh, J. Am. Chem. Soc. 2012, 134, 13765-13772;
J. Zhang, A. Bellomo, N. Trongsiriwat, T. Jia, P. J. Carroll, S. D. Dreher, M. T. Tudge, H. Yin, J. R. Robinson, E. J. Schelter, P. J. Walsh, J. Am. Chem. Soc. 2014, 136, 6276-6287.
Q. Tian, X. Yin, R. Sun, X. F. Wu, Y. Li, Coord. Chem. Rev. 2023, 475, 214900.
E. Vitaku, D. T. Smith, J. T. Njardarson, J. Med. Chem. 2014, 57, 10257-10274;
R. D. Taylor, M. MacCoss, A. D. Lawson, J. Med. Chem. 2014, 57, 5845-5859.
S. E. Hooshmand, B. Heidari, R. Sedghi, R. S. Varma, Green Chem. 2019, 21, 381-405;
R. Martin, S. L. Buchwald, Acc. Chem. Res. 2008, 41, 1461-1473.
F. G. Bordwell, Acc. Chem. Res. 1988, 21, 456-463.
A. Bellomo, J. Zhang, N. Trongsiriwat, P. J. Walsh, Chem. Sci. 2013, 4, 849-857.
J. Felding, M. D. Sorensen, T. D. Poulsen, J. Larsen, C. Andersson, P. Refer, K. Engell, L. G. Ladefoged, T. Thormann, A. M. Vinggaard, P. Hegardt, A. Sohoel, S. F. Nielsen, J. Med. Chem. 2014, 57, 5893-5903.
F. Heider, U. Haun, E. Doring, M. Kudolo, C. Sessler, W. Albrecht, S. Laufer, P. Koch, Molecules 2017, 22, 1729-1739.
C. Amatore, G. Broeker, A. Jutand, F. Khalil, J. Am. Chem. Soc. 1997, 119, 5176-5185;
C. Amatore, A. Jutand, Coord. Chem. Rev. 1998, 178-180, 511-528.
N. C. Craig, P. Groner, D. C. McKean, J. Phys. Chem. A 2006, 110, 7461-7469.
J. Y. Wang, A. E. Strom, J. F. Hartwig, J. Am. Chem. Soc. 2018, 140, 7979-7993.
T. Lin, P. Qian, Y. E. Wang, M. Ou, N. Cui, Y. Ye, R. Hua, D. Xiong, F. Xue, P. J. Walsh, J. Mao, Asian J. Org. Chem. 2022, 11, e202200243.
R. Trebbe, R. Goddard, A. Rufińska, K. Seevogel, K.-R. Pörschke, Organometallics 1999, 18, 2466-2472;
P. J. Perez, J. C. Calabrese, E. E. Bunel, Organometallics 2001, 20, 337-345.
F. M. Miloserdov, C. L. McMullin, M. M. n. Belmonte, J. Benet-Buchholz, V. I. Bakhmutov, S. A. Macgregor, V. V. Grushin, Organometallics 2014, 33, 736-752.
J. Zhang, S. C. Sha, A. Bellomo, N. Trongsiriwat, F. Gao, N. C. Tomson, P. J. Walsh, J. Am. Chem. Soc. 2016, 138, 4260-4266;
S. C. Sha, S. Tcyrulnikov, M. Li, B. Hu, Y. Fu, M. C. Kozlowski, P. J. Walsh, J. Am. Chem. Soc. 2018, 140, 12415-12423.
Deposition Numbers 2245048 (4), 2245052 (7u), 2245053 (6m), 2245054 (5) contain the supplementary crystallographic data for this paper. These data are provided free of charge by the joint Cambridge Crystallographic Data Centre and Fachinformationszentrum Karlsruhe Access Structures service.