Organic Letters
Letter
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Figure 5. Further transformations of o-alkynyl aniline 4a.
the scope of carbon nucleophiles used in this transformation
can be continuously enlarged in future research.
ASSOCIATED CONTENT
* Supporting Information
■
S
The Supporting Information is available free of charge on the
Detailed experimental procedures, characterization data,
1
and copies of the H and 13C NMR spectra for all
previously unknown products (PDF)
Accession Codes
CCDC 1906945 contains the supplementary crystallographic
data for this paper. These data can be obtained free of charge
bridge Crystallographic Data Centre, 12 Union Road,
Cambridge CB2 1EZ, UK; fax: +44 1223 336033.
AUTHOR INFORMATION
Corresponding Authors
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ORCID
Notes
(9) Recent reviews on aryne chemistry involving metal catalysis:
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910. (c) Feng, M.; Jiang, X. Synthesis 2017, 28, 4414−4433.
(d) Dhokale, R. A.; Mhaske, S. B. Synthesis 2018, 50, 1−16.
(10) Recent examples of transition-metal-catalyzed/-mediated
difunctionalization of arynes: (a) Henderson, J. L.; Edwards, A. S.;
Greaney, M. F. J. Am. Chem. Soc. 2006, 128, 7426−7427. (b) Liu, Z.;
Larock, R. C. Angew. Chem., Int. Ed. 2007, 46, 2535−2538.
(c) Jayanth, T. T.; Cheng, C.-H. Angew. Chem., Int. Ed. 2007, 46,
5921−5924. (d) Bhuvaneswari, S.; Jeganmohan, M.; Yang, M.-C.;
Cheng, C.-H. Chem. Commun. 2008, 44, 2158−2160. (e) Xie, C.; Liu,
L.; Zhang, Y.; Xu, P. Org. Lett. 2008, 10, 2393−2396. (f) Xie, C.;
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(g) Yoshida, H.; Morishita, T.; Nakata, H.; Ohshita, J. Org. Lett.
2009, 11, 373−376. (h) Jeganmohan, M.; Bhuvaneswari, S.; Cheng,
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(j) Qiu, Z.; Xie, Z. Angew. Chem., Int. Ed. 2009, 48, 5729−5732.
(k) Huang, X.; Sha, F.; Tong, J. Adv. Synth. Catal. 2010, 352, 379−
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The authors declare no competing financial interest.
ACKNOWLEDGMENTS
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This work was supported financially by the NSFC (Grant No.
21602251) and the Foundation for Transformation of Sci-tech
Achievements (Grant No. 2016XZH02) of Third Military
Medical University.
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