Li et al.
FULL PAPER
example of a redox-neutral tandem process to realize
highly selective and concomitant formation of two new
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Soc. Rev. 2008, 37, 320; (b) Tomashenko, O. A.; Grushin, V. V.
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3
C-CF and C-O bonds via remote functionalization
3
of sp C-H bond adjacent to amide in the presence of
simple Cu catalyst without any additive. This study led
us to discover a 1,5-H radical transfer that involves an
3
sp C-H bond adjacent to a nitrogen atom and an
2
012, 51, 8950; (g) Qing, F.-L. Chin. J. Org. Chem. 2012, 32, 815;
3
α-CF -alkyl radical intermediate derived from unacti-
(h) Liu, H.; Gu, Z.; Jiang, X. Adv. Synth. Catal. 2013, 355, 617; (i)
vated alkenes. This protocol provides a highly efficient
method for the synthesis of trifluoromethylated
N,O-aminals with good to excellent yields and with
excellent regio- and chemoselectivities as well as a very
broad substrate scope. This operationally simple proce-
dure provides a more straightforward alternative to the
existing transition-metal-catalyzed trifluoromethylation
methods.
Liang, T.; Neumann, C. N.; Ritter, T. Angew. Chem., Int. Ed. 2013,
52, 8214; (j) Chu, L.; Qing, F.-L. Acc. Chem. Res. 2014, 47, 1513; (k)
Browne, D. L. Angew. Chem., Int. Ed. 2014, 53, 1482; (l) Studer, A.;
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Acknowledgement
[5] For selected reviews for trifluoromethylation of unactivated al-
kenes, see: (a) Chen, P.; Liu, G. Synthesis 2013, 45, 2919; (b)
Merino, E.; Nevado, C. Chem. Soc. Rev. 2014, 43, 6598; (c)
Egami, H.; Sodeoka, M. Angew. Chem., Int. Ed. 2014, 53, 8294;
(d) Barata-Vallejo, S.; Lantaño, B.; Postigo, A. Chem.-Eur. J.
Financial support from the National Natural Science
Foundation of China (Nos. 21572096, 21302088), Shen-
zhen Overseas High Level Talents Innovation Plan of
Technical Innovation Project (No. KQCX20150331101-
2
2
014, 20, 16806; (e) Koike, T.; Akita, M. J. Fluorine Chem.
014, 167, 30.
8
23702), Shenzhen Special Funds for the Development
[
6] (a) Xiong, Y.-P.; Wu, M.-Y.; Zhang, X.-Y.; Ma, C.-L.; Huang, L.;
Zhao, L.-J.; Tan, B.; Liu, X.-Y. Org. Lett. 2014, 16, 1000; (b) Lin,
J.-S.; Xiong, Y.-P.; Ma, C.-L.; Zhao, L.-J.; Tan, B.; Liu, X.-Y.
Chem.-Eur. J. 2014, 20, 1332; (c) Li, L.; Deng, M.; Zheng, S.-C.;
Xiong, Y.-P.; Tan, B.; Liu, X.-Y. Org. Lett. 2014, 16, 504; (d) Li, L.;
Guo, J.-Y.; Liu, X.-G.; Chen, S.; Wang,Y.; Tan, B.; Liu X.-Y. Org.
Lett. 2014, 16, 6032; (e) Lin, J.-S.; Liu, X.-G.; Zhu, X.-L.; Tan, B.;
Liu, X.-Y. J. Org. Chem. 2014, 79, 7084.
of Biomedicine, Internet, New Energy, and New Mate-
rial Industries (No. JCYJ20150430160022517) and the
South University of Science and Technology of China
(
No. FRG-SUSTC1501A-16) is greatly appreciated.
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