Organic Letters
Letter
Zeng, L.; Tang, S.; Lei, A. J. Am. Chem. Soc. 2018, 140, 4195.
(c) Zhao, Y.; Huang, B.; Yang, C.; Li, B.; Gou, B.; Xia, W. ACS Catal.
2017, 7, 2446. (d) Singh, B. K.; Polley, A.; Jana, R. J. Org. Chem.
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6790.
In summary, we have developed a method for the direct C−
H amination of arenes by combining an acridinium photoredox
catalyst with a cobalt-based proton-reduction catalyst. Notable
features of this protocol are its wide substrate scope, moderate
functional group tolerance, high regioselectivity, and mild
reaction conditions. Further extending this cooperative catalyst
system to other synthetically interesting substrates is ongoing
in our laboratory.
ASSOCIATED CONTENT
* Supporting Information
■
S
The Supporting Information is available free of charge on the
Experimental procedures, isolated products’ character-
ization data, detailed mechanistic investigations (PDF)
AUTHOR INFORMATION
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Corresponding Author
ORCID
Author Contributions
†F.Z., Q.Y., and J.Z. contributed equally.
Notes
(5) (a) Romero, N. A.; Margrey, K. A.; Tay, N. E.; Nicewicz, D. A.
Science 2015, 349, 1326. (b) Margrey, K. A.; McManus, J. B.; Bonazzi,
S.; Zecri, F.; Nicewicz, D. A. J. Am. Chem. Soc. 2017, 139, 11288.
(6) Margrey, K. A.; Levens, A.; Nicewicz, D. A. Angew. Chem., Int.
Ed. 2017, 56, 15644.
̈
(7) Barreiro, E. J.; Kummerle, A. E.; Fraga, C. A. M. Chem. Rev.
2011, 111, 5215.
The authors declare no competing financial interest.
(8) Niu, L. B.; Yi, H.; Wang, S.; Liu, T.; Liu, J.; Lei, A. Nat. Commun.
2017, 8, 14226.
(9) For reviews, see: (a) An, X.-Y.; Yu, S. Tetrahedron Lett. 2018, 59,
1605. (b) Zhao, Y.; Xia, W. Chem. Soc. Rev. 2018, 47, 2591. (c) Tang,
S.; Zeng, L.; Lei, A. J. Am. Chem. Soc. 2018, 140, 13128.
ACKNOWLEDGMENTS
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We are grateful for the financial support from the Nation
Science Fondation of China (No. 21372091), the Program of
Introducing Talents of Discipline to Universities of China (111
Program, B17019), Research Funds for the Central Uni-
versities (No. CCNU18TS041), Research Found for Doctoral
Program of Higher Education of China (No.
20130144120003), and the Science and Technology Depart-
ment of Hubei Provence (No. 2012FFB03002). We also thank
Prof. Howard Alper from the Department of Chemistry and
Biomolecular Sciences, University of Ottawa, and Profs. Wen-
Jing Xiao, Liang-Qiu Lu, and Jia-Rong Chen all from CCNU,
for the helpful discussions.
(10) For selected examples from Wu and Tung’s group: (a) Meng,
Q.-Y.; Zhong, J.-J.; Liu, Q.; Gao, X.-W.; Zhang, H.-H.; Lei, T.; Li, Z.-
J.; Feng, K.; Chen, B.; Tung, C.-H.; Wu, L.-Z. J. Am. Chem. Soc. 2013,
135, 19052. (b) Zhong, J.-J.; Meng, Q.-Y.; Liu, B.; Li, X.-B.; Gao, X.-
W.; Lei, T.; Wu, C.-J. Z.; Li, Z.-J.; Tung, C.-H.; Wu, L.-Z. Org. Lett.
2014, 16, 1988. (c) Zhong, J.-J.; Wu, C.-J.; Meng, Q.-Y.; Gao, X.-W.;
Lei, T.; Tung, C.-H.; Wu, L.-Z. Adv. Synth. Catal. 2014, 356, 2846.
(d) Zhang, G.; Liu, C.; Yi, H.; Meng, Q.-Y.; Bian, C.; Chen, H.; Jian,
J.-X.; Wu, L.-Z.; Lei, A. J. Am. Chem. Soc. 2015, 137, 9273. (e) Zheng,
Y.-W.; Chen, B.; Ye, P.; Feng, K.; Wang, W.-G.; Meng, Q.-Y.; Wu, L.-
Z.; Tung, C.-H. J. Am. Chem. Soc. 2016, 138, 10080. (f) Gao, X.-W.;
Meng, Q.-Y.; Li, J.-X.; Zhong, J.-J.; Lei, T.; Li, X.-B.; Tung, C.-H.; Wu,
L.-Z. ACS Catal. 2015, 5, 2391.
(11) For selected examples from Lei’s group, see: (a) Hu, X.; Zhang,
G.; Bu, F.; Lei, A. Angew. Chem., Int. Ed. 2018, 57, 1286. (b) Niu, L.;
Wang, S.; Liu, J.; Yi, H.; Liang, X.-A.; Liu, T.; Lei, A. Chem. Commun.
2018, 54, 1659. (c) Chen, H.; Yi, H.; Tang, Z.; Bian, C.; Zhang, H.;
Lei, A. Adv. Synth. Catal. 2018, 360, 3220. (d) Zhang, G.; Lin, Y.;
Luo, X.; Hu, X.; Chen, C.; Lei, A. Nat. Commun. 2018, 9, 1225.
(e) Hu, X.; Zhang, G.; Bu, F.; Luo, X.; Yi, K.; Zhang, H.; Lei, A.
Chem. Sci. 2018, 9, 1521. (f) Niu, L.; Liu, J.; Yi, H.; Wang, S.; Liang,
X.-A.; Singh, A. K.; Chiang, C.-W.; Lei, A. ACS Catal. 2017, 7, 7412.
(g) Hu, X.; Zhang, G.; Bu, F.; Lei, A. ACS Catal. 2017, 7, 1432.
(h) Yi, H.; Niu, L.; Song, C.; Li, Y.; Dou, B.; Singh, A. K.; Lei, A.
Angew. Chem., Int. Ed. 2017, 56, 1120. (i) Zhang, G.; Hu, X.; Chiang,
C.-W.; Yi, H.; Pei, P.; Singh, A. K.; Lei, A. J. Am. Chem. Soc. 2016,
138, 12037. (j) Zhang, G.; Zhang, L.; Yi, H.; Luo, Y.; Qi, X.; Tung,
C.-H.; Wu, L.-Z.; Lei, A. Chem. Commun. 2016, 52, 10407.
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