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Organic & Biomolecular Chemistry
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ARTICLE
Journal Name
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(a) J. W. Suggs and C.-H. Jun, J. Am. Chem. Soc., 1984, 106
DOI: 10.1039/C8OB02075B
Commun., 1985, 92–93.
(a) C.-H. Jun and H. Lee, J. Am. Chem. Soc., 1999, 121, 880–
881; (b) C.-H. Jun, H. Lee and S.-G. Lim, J. Am. Chem. Soc., 2001,
123, 751–752.
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N. Chatani, Y. Ie, F. Kakiuchi and S. Murai, J. Am. Chem. Soc.,
1999, 121, 8645–8646.
Scheme 3. Removal of the Directing Group on Indoles
(a) A. M. Dreis and C. J. Douglas, J. Am. Chem. Soc., 2009, 131
,
412–413; (b) M. T. Wentzel, V. J. Reddy, T. K. Hyster and C. J.
Douglas, Angew. Chem., Int. Ed., 2009, 48, 6121–6123.
Conclusions
10 (a) R. Zeng and G. Dong, J. Am. Chem. Soc., 2015, 137, 1408–
1411; (b) Y. Xia, G. Lu, P. Liu and G. Dong, Nature, 2016, 539
546–550; (c) R. Zeng, P.-h. Chen and G. Dong, ACS Catal., 2016,
, 969–973; (d) Y. Xia, J. Wang and G. Dong, Angew. Chem., Int.
We have described the development of a Suzuki–Miyaura
reaction between simple ketones and arylboronates via the Rh-
catalyzed activation of unstrained C–C bonds. Various
substituted indole derivatives were obtained in moderate to
good yields. Further efforts to expand the scope of this reaction
are currently underway in our laboratories.
,
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Ed., 2017, 56, 2376–2380. (e) Z.-Q. Rong, H. N. Lim and G.
Dong, Angew. Chem., Int. Ed., 2018, 57, 475–479; (f) Y. Xia, J.
Wang and G. Dong, J. Am. Chem. Soc. 2018, 140, 5347–5351.
11 (a) Z.-Q. Lei, H. Li, Y. Li, X.-S. Zhang, K. Chen, X. Wang, J. Sun
and Z.-J. Shi, Angew. Chem. Int. Ed., 2012, 51, 2690–2694; (b)
Z.-Q. Lei, F. Pan, H. Li, Y. Li, X.-S. Zhang, K. Chen, X. Wang, Y.-
X. Li, J. Sun and Z.-J. Shi, J. Am. Chem. Soc., 2015, 137, 5012–
5020.
Conflicts of interest
There are no conflicts to declare.
12 (a) E. Ozkal, B. Cacherat and B. Morandi, ACS Catal., 2015, 5,
6458–6462; (b) J. Wang, W. Chen, S. Zuo, L. Liu, X. Zhang and
J. Wang, Angew. Chem., Int. Ed., 2012, 51, 12334–12338. (c) S.
Onodera, S. Ishikawa, T. Kochi and F. Kakiuchi, J. Am. Chem.
Soc., 2018, 140, 9788-9792.
Acknowledgements
We are grateful to the financial support from the National
Natural Science Foundation of China (NSFC 21502149) and the
Key Science and Technology Innovation Team of Shaanxi
Province (2017KCT-37)
13 T.-T. Zhao, W.-H. Xu, Z.-J. Zheng, P.-F. Xu and H. Wei, J. Am.
Chem. Soc., 2018, 140, 586–589.
14 (a) Z. Ding,; N. Ypshikai, Angew. Chem., Int. Ed., 2012, 51
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4698–4701; (b) X. Zhu,; J.-H. Su, C. Du,; Z.-L. Wang, C.-J. Ren,
J.-L. Niu, M.-P. Song, Org. Lett. 2017, 19, 596-599. (c) X. Wu,;
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15 L. Ackermann and A. V. Lygin, Org. Lett. 2011, 13, 3332-3335.
Notes and references
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N. Miyaura, Cross-Coupling Reactions–A Practical Guide;
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For selected examples of other electrophiles used in Suzuki–
Miyaura reactions, see: (a) T. Schaub, M. Backes and U. Radius,
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Xu, T. Shimasaki and N. Chatani, J. Am. Chem. Soc., 2011, 133
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,
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Lovinger, E. K. Edelstein, A. A. Szymaniak, M. P. Chierchia and
J. P. Morken, Science, 2016, 351, 70–74.
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Crabtree, Chem. Rev., 1985, 85, 245–269; (b) M. Murakami
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4 | J. Name., 2012, 00, 1-3
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