Palladium-catalyzed tandem intramolecular oxy/amino-palladation/isocyanide insertion: Synthesis of α-benzofuranyl/indolylacetamides

Organic Letters

Volumn 16, Issue 11, 2014, Pages 2908-2911

  Thirupathi, Nuligonda ^a   Hari Babu, Madala ^a   Dwivedi, Vikas ^a   Kant, Ruchir ^a   Sridhar Reddy, Maddi ^a,b  

^a CENTRAL DRUG RESEARCH INSTITUTE   (India)

^b ACADEMY OF SCIENTIFIC AND INNOVATIVE RESEARCH ACSIR   (India)

Author keywords

[No Author keywords available]

Indexed keywords

ACETAMIDE DERIVATIVE; ALKYNE; ANILINE DERIVATIVE; BENZOFURAN DERIVATIVE; CYANIDE; INDOLE DERIVATIVE; LIGAND; PALLADIUM; PROPANOL; PROPARGYL ALCOHOL;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; SYNTHESIS;

ACETAMIDES; ALKYNES; ANILINE COMPOUNDS; BENZOFURANS; CATALYSIS; CYANIDES; INDOLES; LIGANDS; MOLECULAR STRUCTURE; PALLADIUM; PROPANOLS;

EID: 84902083438     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol501048x     Document Type: Article

References (45)

1. Qiu, G.; Chen, C.; Yao, L.; Wu, J. Adv. Synth. Catal. 2013, 355, 1579-1584
2. Qiu, G.; Qiu, X.; Wu, J. Adv. Synth. Catal. 2013, 355, 3205-3209
3. Qiu, G.; Qiu, X.; Liu, J.; Wu, J. Adv. Synth. Catal. 2013, 355, 2441-2446
4. Qiu, G.; Liu, G.; Pu, S.; Wu, J. Chem. Commun. 2012, 48, 2903-2905
5. Qiu, G.; Ding, Q.; Wu, J. Chem. Soc. Rev. 2013, 42, 5257-5269
6. Zheng, D.; Li, S.; Luo, Y.; Wu, J. Org. Lett. 2012, 14, 2655-2657
7. Li, Y.; Zhao, J.; Chen, H.; Liu, B.; Jiang, H. Chem. Commun. 2012, 48, 3545-3547
8. Jiang, H.; Yin, M.; Li, Y.; Li, B.; Zhao, J.; Wu, W. Chem. Commun. 2014, 50, 2037-2039
9. Liu, B.; Gao, H.; Yu, Y.; Wu, W.; Jiang, H. J. Org. Chem. 2013, 78, 10319-10328
10. Jiang, H.; Liu, B.; Li, Y.; Wang, A.; Huang, H. Org. Lett. 2011, 13, 1028-1031
11. Vlaar, T.; Ruijter, E.; Maes, B. U. W.; Orru, R. V. A. Angew. Chem., Int. Ed. 2013, 52, 7084-7097
12. Estevez, V.; Baelen, G. V.; Lentferink, B. H.; Vlaar, T.; Janssen, E.; Maes, B. U. W.; Orru, R. V. A.; Ruijter, E. ACS Catal. 2014, 4, 40-43
13. Vlaar, T.; Mampuys, P.; Helliwell, M.; Maes, B. U. W.; Orru, R. V. A.; Ruijter, E. J. Org. Chem. 2013, 78, 6735-6745
14. Nanjo, T.; Tsukano, C.; Takemoto, Y. Org. Lett. 2012, 14, 4270-4273
15. Nanjo, T.; Yamamoto, S.; Tsukano, C.; Takemoto, Y. Org. Lett. 2013, 15, 3754-3757
16. Gu, Z.-Y.; Zhu, T.-H.; Cao, J.-J.; Xu, X.-P.; Wang, S.-Y.; Ji, S.-J. ACS Catal. 2014, 4, 49-52
17. Wang, Y.; Zhu, Q. Adv. Synth. Catal. 2012, 354, 1902-1908
18. Hu, Z.; Liang, D.; Zhao, J.; Huang, J.; Zhu, Q. Chem. Commun. 2012, 48, 7371-7373
19. Haung, X.; Xu, S.; Tan, Q.; Gao, M.; Li, M.; Xu, B. Chem. Commun. 2014, 50, 1465-1468
20. Cheng, Y.; Jiang, H.; Zhang, Y.; Yu, S. Org. Lett. 2013, 15, 5520-5523
21. Kumar, Y. K.; Kumar, G. R.; Reddy, M. S. J. Org. Chem. 2014, 79, 823-828
22. Thirupathi, N.; Kumar, Y. K.; Kant, R.; Reddy, M. S. Adv. Synth. Catal. 2014, DOI: 10.1002/adsc.201301002.
23. Reddy, M. S.; Thirupathi, N.; Babu, M. H.; Puri, S. J. Org. Chem. 2013, 78, 5878-5888
24. Reddy, M. S.; Kumar, Y. K.; Thirupathi, N. Org. Lett. 2012, 14, 824-827
25. Reddy, M. S.; Thirupathi, N.; Babu, M. H. Eur. J. Org. Chem. 2012, 5803-5809
26. Reddy, M. S.; Thirupathi, N.; Kumar, Y. K. RSC Adv. 2012, 2, 3986-3992
27. Ravindar, K.; Reddy, M. S.; Deslongchamps, P. Org. Lett. 2011, 13, 3178-3181
28. Karamyan, A. J. K.; Hamann, M. T. Chem. Rev. 2010, 110, 4489-4497
29. Mahmoud, M. M.; Ali, H. I.; Ahn, K. H.; Damaraju, A.; Samala, S.; Pulipati, V. K.; Kolluru, S.; Kendall, D. A.; Lu, D. J. Med. Chem. 2013, 56, 7965-7975
30. Mollica, A.; Locatelli, M.; Stefanucci, A.; Pinnen, F. Molecules 2012, 17, 6083-6099
31. Kaushik, N. K.; Kaushik, N.; Attri, P.; Kumar, N.; Kim, C. H.; Verma, A. K.; Choi, E. H. Molecules 2013, 18, 6620-6662
32. Biswal, S.; Sahoo, U.; Sethy, S.; Kumar, H. K. S.; Banerjee, M. Asian. J. Pharm. Clin. Res. 2012, 5, 1-6
33. Aziz, M. H. A.; Sidhu, P. S.; Liang, A.; Kim, J. Y.; Mosier, P. D.; Zhou, Q.; Farrell, D. H.; Desai, U. R. J. Med. Chem. 2012, 55, 6888-6897
34. Cheng, Y.; Ono, M.; Kimura, H.; Ueda, M.; Saji, H. J. Med. Chem. 2012, 55, 2279-2286
35. Dawood, K. M. Expert Opin. Ther. Pat. 2013, 23, 1133-1156
36. Gabriele, B.; Mancuso, R.; Salerno, G.; Costa, M. J. Org. Chem. 2007, 72, 9278-9282
37. Gabriele, B.; Mancuso, R.; Salerno, G.; Plastina, P. J. Org. Chem. 2008, 73, 756-759
38. Li, X.; Xue, J.; Chen, R.; Li, Y. Synlett 2012, 23, 1043-1046
39. Schevenels, F.; Tinant, B.; Declercq, J.-P.; Marko, I. E. Chem.-Eur. J. 2013, 19, 4335-4343
40. Zang, J.; Zhu, D.; Yu, C.; Wan, C.; Wang, Z. Org. Lett. 2010, 12, 2841-2843
41. Jeffrey, A. S.; Gregory, J. P.; Richard, F. C.; Jill, R. C.; George, F. D.; Stephen, S. G.; David, K. J.; George, W. K.; Maggie, S. M.; Jeffrey, H. T. Bioorg. Med. Chem. Lett. 2002, 12, 3215-3218
42. Gao, W. C.; Jiang, S.; Wang, R. L.; Zhang, C. Chem. Commun. 2013, 49, 4890-4892
43. Aurelio, L.; Flynn, B. L.; Scammells, P. J. Org. Biomol. Chem. 2011, 9, 4886-4902
44. Amegadzie; Kudzovi, A. PCT Int. Appl. 091226, Nov 6, 2003.
45. Zhang, P.; Terefenko, E. A.; Slavin, J. Tetrahedon Lett. 2001, 42, 2097-2099