Organic Letters
Letter
J. Med. Chem. 2015, 95, 35−40. (d) Chung, C. K.; Cleator, E.; Dumas,
A. M.; Hicks, J. D.; Humphrey, G. R.; Maligres, P. E.; Nolting, A. E.;
Rivera, N.; Ruck, R. T.; Shevlin, M. Org. Lett. 2016, 18, 1394−1397.
AUTHOR INFORMATION
Corresponding Authors
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(e) Muller, G.; Berkenbosch, T.; Benningshof, J. C. J.; Stumpfe, D.;
ORCID
̈
Bajorath, J. Chem.Eur. J. 2017, 23, 703−710.
(7) (a) Hirashima, A.; Shinkai, K.; Kuwano, E.; Taniguchi, E.; Eto, M.
Biosci., Biotechnol., Biochem. 1998, 62, 1179−1184. (b) Pedras, M. S.
C.; Hossain, M. Org. Biomol. Chem. 2006, 4, 2581−2590. (c) Czarna,
A.; Beck, B.; Srivastava, S.; Popowicz, G. M.; Wolf, S.; Huang, Y.; Bista,
Notes
M.; Holak, T. A.; Domling, A. Angew. Chem., Int. Ed. 2010, 49, 5352−
̈
5356.
(8) (a) Zhu, G.; Wang, B.; Bao, X.; Zhang, H.; Wei, Q.; Qu, J. Chem.
Commun. 2015, 51, 15510−15513. (b) Bao, X.; Wang, B.; Cui, L.;
Zhu, G.; He, Y.; Qu, J.; Song, Y. Org. Lett. 2015, 17, 5168−5171.
(c) Bao, X.; Wei, S.; Zou, L.; He, Y.; Xue, F.; Qu, J.; Wang, B. Chem.
Commun. 2016, 52, 11426−11429. (d) Xue, F.; Bao, X.; Zou, L.; Qu,
J.; Wang, B. Adv. Synth. Catal. 2016, 358, 3971−3976. (e) Zhu, G.;
Wei, Q.; Chen, H.; Zhang, Y.; Shen, W.; Qu, J.; Wang, B. Org. Lett.
2017, 19, 1862−1865.
The authors declare no competing financial interest.
ACKNOWLEDGMENTS
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We thank the National Natural Science Foundation of China
(Nos. 21542007, 21602219) and the Fundamental Research
Funds for the Central Universities (No. DUT18LAB16) for
support of this work.
(9) For a related racemic reaction with 3-isaothiocynato oxindole,
see: Han, Y.-Y.; Chen, W.-B.; Han, W.-Y.; Wu, Z.-J.; Zhang, X.-M.;
Yuan, W.-C. Org. Lett. 2012, 14, 490−493.
(10) (a) Wang, D.-D.; Jin, Q.; Zou, L.-W.; Hou, J.; Lv, X.; Lei, W.;
Cheng, H.-L.; Ge, G.-B.; Yang, L. Chem. Commun. 2016, 52, 3183−
3186. (b) Zou, L.-W.; Dou, T.-Y.; Wang, P.; Lei, W.; Weng, Z.-M.;
Hou, J.; Wang, D.-D.; Fan, Y.-M.; Zhang, W.-D.; Ge, G.-B.; Yang, L.
Front. Pharmacol. 2017, 8, 435.
REFERENCES
■
(1) For selected reviews, see: (a) Rios, R. Chem. Soc. Rev. 2012, 41,
1060−1074. (b) Carreira, E. M.; Fessard, T. C. Chem. Rev. 2014, 114,
8257−8322. (c) Undheim, K. Synthesis 2015, 47, 2497−2522.
(d) James, M. J.; O’Brien, P.; Taylor, R. J. K.; Unsworth, W. P.
Chem.Eur. J. 2016, 22, 2856−2881. (e) Kotha, S.; Panguluri, N. R.;
Ali, R. Eur. J. Org. Chem. 2017, 2017, 5316−5342.
(2) For selected reviews, see: (a) Galliford, C. V.; Scheidt, K. A.
Angew. Chem., Int. Ed. 2007, 46, 8748−8758. (b) Yu, J.; Shi, F.; Gong,
L.-Z. Acc. Chem. Res. 2011, 44, 1156−1171. (c) Dalpozzo, R.; Bartoli,
G.; Bencivenni, G. Chem. Soc. Rev. 2012, 41, 7247−7290. (d) Singh, G.
S.; Desta, Z. Y. Chem. Rev. 2012, 112, 6104−6155. (e) Hong, L.;
Wang, R. Adv. Synth. Catal. 2013, 355, 1023−1052. (f) Franz, A. K.;
Hanhan, N. V.; Ball-Jones, N. R. ACS Catal. 2013, 3, 540−553.
(g) Cheng, D.; Ishihara, Y.; Tan, B.; Barbas, C. F., III. ACS Catal.
2014, 4, 743−762.
(3) For a review, see: (a) Chauhan, P.; Mahajan, S.; Enders, D. Chem.
Commun. 2015, 51, 12890−12907. For selected examples, see:
(b) Liu, L.; Zhong, Y.; Zhang, P.; Jiang, X.; Wang, R. J. Org. Chem.
2012, 77, 10228−10234. (c) Chen, Q.; Liang, J.; Wang, S.; Wang, D.;
Wang, R. Chem. Commun. 2013, 49, 1657−1659. (d) Han, X.; Yao,
W.; Wang, T.; Tan, Y. R.; Yan, Z.; Kwiatkowski, J.; Lu, Y. Angew.
Chem., Int. Ed. 2014, 53, 5643−5647. (e) Chauhan, P.; Mahajan, S.;
Loh, C. C. J.; Raabe, G.; Enders, D. Org. Lett. 2014, 16, 2954−2957.
(f) Yetra, S. R.; Mondal, S.; Mukherjee, S.; Gonnade, R. G.; Biju, A. T.
(11) (a) Crow, J. A.; Borazjani, A.; Potter, P. M.; Ross, M. K. Toxicol.
Appl. Pharmacol. 2007, 221, 1−12. (b) Crow, J. A.; Middleton, B. L.;
Borazjani, A.; Hatfield, M. J.; Potter, P. M.; Ross, M. K. Biochim.
Biophys. Acta, Mol. Cell Biol. Lipids 2008, 1781, 643−654. (c) Zhu, H.-
J.; Wang, X.; Gawronski, B. E.; Brinda, B. J.; Angiolillo, D. J.;
Markowitz, J. S. J. Pharmacol. Exp. Ther. 2013, 344, 665−672.
(d) Wang, D.-D.; Zou, L.-W.; Jin, Q.; Hou, J.; Ge, G.-B.; Yang, L.
Fitoterapia 2017, 117, 84−95.
(12) Bachovchin, D. A.; Cravatt, B. F. Nat. Rev. Drug Discovery 2012,
11, 52−68.
(13) Fresneda, P. M.; Castaneda, M.; Sanz, M. A.; Bautista, D.;
̃
Molina, P. Tetrahedron 2007, 63, 1849−1856.
Angew. Chem., Int. Ed. 2016, 55, 268−272. (g) Hack, D.; Durr, A. B.;
̈
Deckers, K.; Chauhan, P.; Seling, N.; Rubenach, L.; Mertens, L.;
̈
Raabe, G.; Schoenebeck, F.; Enders, D. Angew. Chem., Int. Ed. 2016,
55, 1797−1800. (h) Yang, W.; Sun, W.; Zhang, C.; Wang, Q.; Guo, Z.;
Mao, B.; Liao, J.; Guo, H. ACS Catal. 2017, 7, 3142−3146. (i) Wang,
̀
S.; Izquierdo, J.; Rodríguez-Escrich, C.; Pericas, M. A. ACS Catal.
2017, 7, 2780−2785. (j) Liu, J.-Y.; Zhao, J.; Zhang, J.-L.; Xu, P.-F. Org.
Lett. 2017, 19, 1846−1849. (k) Zheng, J.; Wang, S.-B.; Zheng, C.; You,
S.-L. Angew. Chem., Int. Ed. 2017, 56, 4540−4544.
(4) (a) Meninno, S.; Roselli, A.; Capobianco, A.; Overgaard, J.;
Lattanzi, A. Org. Lett. 2017, 19, 5030−5033. (b) Xia, A.-B.; Zhang, X.-
L.; Tang, C.-K.; Feng, K.-X.; Du, X.-H.; Xu, D.-Q. Org. Biomol. Chem.
2017, 15, 5709−5718.
(5) (a) Morphy, R.; Kay, C.; Rankovic, Z. Drug Discovery Today
2004, 9, 641−651. (b) Zhang, H.-Y.; Yang, D.-P.; Tang, G.-Y. Drug
Discovery Today 2006, 11, 749−754. (c) Duarte, C. D.; Barreiro, E. J.;
Fraga, C. A. M. Mini-Rev. Med. Chem. 2007, 7, 1108−1119. (d) Talevi,
A. Front. Pharmacol. 2015, 6, 205. (e) Pagliero, R. J.; Kaiser, M.; Brun,
R.; Nieto, M. J.; Mazzieri, M. R. Bioorg. Med. Chem. Lett. 2017, 27,
3945−3949.
(6) (a) Burkhard, J. A.; Wagner, B.; Fischer, H.; Schuler, F.; Mueller,
K.; Carreira, E. M. Angew. Chem., Int. Ed. 2010, 49, 3524−3527.
(b) Zheng, Y.; Tice, C. M.; Singh, S. B. Bioorg. Med. Chem. Lett. 2014,
24, 3673−3682. (c) Yu, B.; Yu, Z.; Qi, P.-P.; Yu, D.-Q.; Liu, H.-M. Eur.
E
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