Design and applications of new phosphine-free tetradentate Pd-catalyst: Regioselective C–H activation on 1-substituted 1,2,3-triazoles and indoles(NH-Free)

References

• (a) Dick, A. R.; Sanford, M. S. Tetrahedron 2006, 62, 2439; (b) Godula, K.; Sames, D. Science 2006, 312, 67.
   Web of Science ®Google Scholar
• (a) Li, B.; Darcel, C.; Dixneuf, P. H. Chem. Cat. Chem. 2014, 6, 127; (b) Li, B.; Devaraj, K.; Darcel, C.; Dixneuf, P. H. Tetrahedron 2012, 68, 5179; (c) Li, B.; Devaraj, K.; Darcel, C.; Dixneuf, P. H. Topics Catal. 2014, 57, 833; (d) Li, B.; Devaraj, K.; Darcel, C.; Dixneuf, P. H. ACS Catal. 2011, 1, 1221; (e) Murai, S.; Kakiuchi, F.; Sekine, S.; Tanaka, Y.; Kamatani, A.; Sonoda, M.; Chatani, N. Nature 1993, 366, 9.
   Google Scholar
• (a) Chen, X.; Engle, K. M.; Wang, D.-H.; Yu, J.-Q. Angew. Chem. 2009, 121, 5196; (b) Chen, X.; Engle, K. M.; Wang, D.-H.; Yu, J.-Q. Angew. Chem. Int. Ed. 2009, 48, 5094; (c) García‐Rubia, A.; Arrayás, R. G.; Carretero, J. C. Angew. Chem. Int. Ed. 2009, 48, 6633; (d) Deprez, N. R.; Sanford, M. S. Inorg. Chem. 2007, 46, 1924; (e) Kalyani, D.; Deprez, N. R.; Desai, L. V.; Sanford, M. S. J. Am. Chem. Soc. 2005, 127, 7330; (f) Chen, X.; Engle, K. M.; Wang, D. H.; Yu, J. Q. Angew. Chem. Int. Ed. 2009, 48, 5094; (g) Broggini, G.; Beccalli, E. M.; Fasana, A.; Gazzola, S. Beilstein J. Org. Chem. 2012, 8, 1730.
   Google Scholar
• (a) Cai, X. H.; Xie, B. Arkivoc 2015, 1, 184; (b) Amaike, K.; Muto, K.; Yamaguchi, J.; Itami, K. J. Am. Chem. Soc. 2012, 134, 13573; (c) Aihara, Y.; Chatani, N. J. Am. Chem. Soc. 2014, 136, 898; (d) Lee, W. C.; Chen, C. H.; Liu, C. Y.; Yu, M. S.; Lin, Y. H.; Ong, T. G. Chem. Commun. 2015, 51, 17104.
   Web of Science ®Google Scholar
• (a) Guo, X. X.; Gu, D. W.; Wu, Z.; Zhang, W. Chem. Rev. 2015, 115, 1622; (b) Hamada, T.; Ye, X.; Stahl, S. S. J. Am. Chem. Soc. 2008, 130, 833; (c) Do, H. Q.; Daugulis, O. J. Am. Chem. Soc. 2009, 131, 17052; (d) Klein, J. E.; Perry, A.; Pugh, D. S.; Taylor, R. J. Org. Lett. 2010, 12, 3446.
   PubMed Web of Science ®Google Scholar
• (a) Norinder, J.; Matsumoto, A.; Yoshikai, N.; Nakamura, E. J. Am. Chem. Soc. 2008, 130, 5858; (b) Sun, C. L.; Li, B. J.; Shi, Z. J. Chem. Rev. 2010, 111, 1293.
   PubMed Web of Science ®Google Scholar
• Wauters, I.; Debrouwer, W.; Stevens, C. V. Beilstein J. Org. Chem. 2014, 10, 1064.
   PubMed Web of Science ®Google Scholar
• (a) Van Asselt, R.; Elsevier, C. J. Tetrahedron 1994, 50, 323; (b) Sonogashira, P. C. J. Org. Chem. 2006, 71, 9499.
   Web of Science ®Google Scholar
• He, Y. M.; Fan, Q. H. Org. Biomol. Chem. 2010, 8, 2497.
   PubMed Web of Science ®Google Scholar
• Kantam, M. L.; Srinivas, P.; Yadav, J.; Likhar, P. R.; Bhargava, S. J. Org. Chem. 2009, 74, 4882.
   PubMed Web of Science ®Google Scholar
• Lauria, A.; Delisi, R.; Mingoia, F.; Terenzi, A.; Martorana, A.; Barone, G.; Almerico, A. M. Eur. J. Org. Chem. 2014, 16, 3289
   Web of Science ®Google Scholar
• Shaikh, M. H.; Subhedar, D. D.; Nawale, L.; Sarkar, D.; Khan, F. A. K.; Sangshetti, J. N.; Shingate, B. B. Med. Chem. Commun. 2015, 6, 1104.
   Web of Science ®Google Scholar
• (a) Schweinfurth, D.; Pattacini, R.; Strobel, S.; Sarkar, B. Dalton Trans. 2009, 42, 9291; (b) Yan, W.; Ye, X.; Akhmedov, N. G., Petersen, J. L.; Shi, X. Org. Lett. 2012, 14, 2358; (c) Elliott, P. Organomet. Chem. 2014, 39, 1; (d) Mukai, H.; Sohrin, Y. Inorg. Chim. Acta 2009, 362, 4526.
   PubMed Web of Science ®Google Scholar
• Oldham, E. D.; Nunes, L. M.; Varela-Ramirez, A.; Rankin, S. E.; Knutson, B. L.; Aguilera, R. J.; Lehmler, H. J. Chem. Central J. 2015, 9, 1.
   PubMed Web of Science ®Google Scholar
• Yan, R.; Sander, K.; Galante, E.; Rajkumar, V.; Badar, A.; Robson, M.; Årstad, E. J. Am. Chem. Soc. 2013, 135, 703.
   PubMed Web of Science ®Google Scholar
• (a) Yamajala, K. D. B.; Patil, M.; Banerjee, S. J. Org. Chem. 2015, 80, 3003; (b) Chuprakov, S.; Chernyak, N.; Dudnik, A. S.; Gevorgyan, V. Org. Lett. 2007, 9, 2333; (c) Iwasaki, M.; Yorimitsu, H.; Oshima, K. Chem. Asian J. 2007, 2, 1430; (d) Joucla, L.; Batail, N.; Djakovitch, L. Adv. Synth. Catal. 2010, 17, 2929; (e) Jiao, L.; Bach, T. J. Am. Chem. Soc. 2011, 33, 12990; (f) Lane, B. S.; Brown, M. A.; Sames, D. J. Am. Chem. Soc. 2005, 22, 8050; (g) Huang, Y. B.; Shen, M.; Wang, X.; Huang, P.; Chen, R.; Lin, Z. J.; Cao, R. J. Catal. 2016, 333, 1; (h) Sezen, B.; Sames, D. J. Am. Chem. Soc. 2003, 18, 5274; (i) Lebrasseur, N.; Larrosa, I. J. Am. Chem. Soc. 2008, 10, 2926; (j) Xu, Z.; Xu, Y.; Lu, H.; Yang, T.; Lin, X.; Shao, L.; Ren, F. Tetrahedron 2015, 18, 2616; (k) Li, Z.; Zhou, H.; Xu, J.; Wu, X.; Yao, H. Tetrahedron 2013, 15, 3281.
   PubMed Web of Science ®Google Scholar
• Chidara, S.; Lin, Y. M. Synlett. 2009, 10, 1675.
   Google Scholar
• (a) Kumar, A. S.; Ghule, V. D.; Subrahmanyam, S.; Sahoo, A. K. Chem. Eur. J. 2013, 2, 509 (b) Zhang, L.; Chen, X.; Xue, P.; Sun, H. H.; Williams, I. D.; Sharpless, K. B.; Fokin, V. V.; Jia, G. J. Am. Chem. Soc. 2005, 127, 15998.
   Web of Science ®Google Scholar
• Wang, Y. C.; Xie, Y. Y.; Qu, H. E.; Wang, H. S.; Pan, Y. M. Huang, F. P. J. Org. Chem. 2014, 79, 4463.
   PubMed Web of Science ®Google Scholar
• Hong, L.; Lin, W.; Zhang, F.; Liu, R.; Zhou, X. Chem. Commun. 2013, 49, 5589.
   PubMed Web of Science ®Google Scholar
• Sezen, B.; Sames, D. J. Am. Chem. Soc. 2003, 125, 5274.
   PubMed Web of Science ®Google Scholar
• Lu, G. P.; Cai, C. Synlett. 2012, 23, 2992.
   Web of Science ®Google Scholar