An easy access to 4-(1,2,3-triazolylalkyl)-1,2,3-triazole-fused dihydroisoquinolines and dihydroisoindoles

Tetrahedron

Volumn 68, Issue 50, 2012, Pages 10310-10317

  Fiandanese, Vito ^a   Marino, Isabella ^a   Punzi, Angela ^a  

^a UNIVERSITY OF BARI   (Italy)

Author keywords

Alkynols; Azides; Click chemistry; Coupling reactions; Triazole fused heterocycles

Indexed keywords

DIHYDROISOINDOLE DERIVATIVE; DIHYDROISOQUINOLINE DERIVATIVE; ISOINDOLE DERIVATIVE; ISOQUINOLINE DERIVATIVE; TRIAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL STRUCTURE; CYCLOADDITION; PRIORITY JOURNAL; REACTION ANALYSIS; STRUCTURE ANALYSIS; SYNTHESIS;

EID: 84869083680     PISSN: 00404020     EISSN: 14645416     Source Type: Journal    
DOI: 10.1016/j.tet.2012.10.005     Document Type: Article

References (52)

1. H.A. Stefani, N.C.S. Silva, F. Manarin, D.S. Lüdtke, J. Zukerman-Schpector, L.S. Madureira, and E.R.T. Tiekink Tetrahedron Lett. 53 2012 1742 1747
2. A.M. Deobald, L.R.S. Camargo, D. Alves, J. Zukerman-Schpector, A.G. Correa, and M.V. Paixao Synthesis 2011 4003 4010
3. K.K. Kumar, S.P. Seenivasan, V. Kumar, and T.M. Das Carbohydr. Res. 346 2011 2084 2090
4. Z. Song, X.P. He, X.P. Jin, L.X. Gao, L. Sheng, Y.B. Zhou, J. Li, and G.R. Chen Tetrahedron Lett. 52 2011 894 898
5. Q. Zeng, S. Saha, L.A. Lee, H. Barnhill, J. Oxsher, T. Dreher, and Q. Wang Bioconjugate Chem. 22 2011 58 66
6. B. Saikia, P.P. Saikia, A. Goswami, N.C. Barua, A.K. Saxena, and N. Suri Synthesis 2011 3173 3179
7. R. He, Z. Yu, Y. He, L.F. Zeng, J. Xu, L. Wu, A.M. Gunawan, L. Wang, Z.X. Jiang, and Z.Y. Zhang ChemMedChem 5 2010 2051 2056
8. V. Aragão-Leoneti, V.L. Campo, A.S. Gomes, R.A. Field, and I. Carvalho Tetrahedron 66 2010 9475 9492
9. J.M. Holub, and K. Kirshenbaum Chem. Soc. Rev. 39 2010 1325 1337
10. S.K. Mamidyala, and M.G. Finn Chem. Soc. Rev. 39 2010 1252 1261
11. A.H. El-Sagheer, and T. Brown Chem. Soc. Rev. 39 2010 1388 1405
12. R. Huisgen Pure Appl. Chem. 61 1989 613 628
13. R. Huisgen A. Padwa, 1,3-Dipolar Cycloaddition Chemistry 1984 Wiley New York, NY 1 176
14. H.C. Kolb, M.G. Finn, and K.B. Sharpless Angew. Chem., Int. Ed. 40 2001 2004 2021
15. V.V. Rostovtsev, L.G. Green, V.V. Fokin, and K.B. Sharpless Angew. Chem., Int. Ed. 41 2002 2596 2599
16. C.W. Tornoe, C. Christensen, and M. Meldal J. Org. Chem. 67 2002 3057 3064
17. M. Meldal, and C.W. Tornoe Chem. Rev. 108 2008 2952 3015
18. V.D. Bock, H. Hiemstra, and J.H. van Maarseveen Eur. J. Org. Chem. 2006 51 68
19. F. Amblard, J.H. Cho, and R.F. Schinazi Chem. Rev. 109 2009 4207 4220
20. M.V. Gil, M.J. Arévalo, and Ó. López Synthesis 2007 1589 1620
21. S. Ladouceur, A.M. Soliman, and E. Zysman-Colman Synthesis 2011 3604 3611
22. D. James, J.M. Escudier, E. Amigues, J. Schulz, C. Vitry, T. Bordenave, M. Slozek-Pinaud, and E. Fouquet Tetrahedron Lett. 51 2010 1230 1232
23. O.D. Montagnat, G. Lessene, and A.B. Hughes J. Org. Chem. 75 2010 390 398
24. G. Cravotto, V.V. Fokin, D. Garella, A. Binello, L. Boffa, and A. Barge J. Comb. Chem. 12 2010 13 15
25. M. Jurícek, P.H.J. Kouwer, J. Rehák, J. Sly, and A.E. Rowan J. Org. Chem. 74 2009 21 25
26. Y. Xia, Y. Liu, J. Wan, M. Wang, P. Rocchi, F. Qu, J.L. Iovanna, and L. Peng J. Med. Chem. 52 2009 6083 6096
27. J. Broggi, S. Díez-González, J.L. Petersen, S. Berteina-Raboin, S.P. Nolan, and L.A. Agrofoglio Synthesis 2008 141 148
28. P. Li, L. Wang, and Y. Zhang Tetrahedron 64 2008 10825 10830
29. I. Jlalia, H. Elamari, F. Meganem, J. Herscovici, and C. Girard Tetrahedron Lett. 49 2008 6756 6758
30. Z.-X. Wang, and Z.-G. Zhao J. Heterocycl. Chem. 44 2007 89 92
31. S. Chassaing, M. Kumarraja, A.S.S. Sido, P. Pale, and J. Sommer Org. Lett. 9 2007 883 886
32. E.J. Yoo, M. Ahlquist, S.H. Kim, I. Bae, V.V. Fokin, K.B. Sharpless, and S. Chang Angew. Chem., Int. Ed. 46 2007 1730 1733
33. P. Bertrand, and J.P. Gesson J. Org. Chem. 72 2007 3596 3599
34. K.C. Majumdar, and K. Ray Synthesis 2011 3767 3783
35. R.A. Brawn, M. Welzel, J.T. Lowe, and J.S. Panek Org. Lett. 2010 336 339
36. K.C. Majumdar, K. Ray, S. Ganai, and T. Ghosh Synthesis 2010 858 862
37. Y.Y. Hu, J. Hu, X.C. Wang, L.N. Guo, X.Z. Shu, Y.N. Niu, and Y.M. Liang Tetrahedron 66 2010 80 86
38. C. Chowdhury, S. Mukherjee, B. Das, and B. Achari J. Org. Chem. 74 2009 3612 3615
39. C. Chowdhury, A.K. Sasmal, and P.K. Dutta Tetrahedron Lett. 50 2009 2678 2681
40. D.K. Mohapatra, P.K. Maity, M. Shabab, and M.I. Khan Bioorg. Med. Chem. Lett. 19 2009 5241 5245
41. B. Laleu, and M. Lautens J. Org. Chem. 73 2008 9164 9167
42. W.L. Chen, C.L. Su, and X. Huang Synlett 2006 1446 1448
43. F. Dolhem, F.A. Thali, C. Lièvre, and G. Demailly Eur. J. Org. Chem. 2005 5019 5023
44. C. Chowdhury, S.B. Mandal, and B. Achari Tetrahedron Lett. 46 2005 8531 8534
45. E.A. Shafran, V.A. Bakulev, Y.A. Rozin, and Y.M. Shafran Chem. Heterocycl. Compd. 44 2008 1040 1069
46. V. Fiandanese, D. Bottalico, G. Marchese, A. Punzi, M.R. Quarta, and M. Fittipaldi Synthesis 2009 3853 3859
47. V. Fiandanese, D. Bottalico, G. Marchese, and A. Punzi Tetrahedron 64 2008 7301 7306
48. V. Fiandanese, D. Bottalico, G. Marchese, and A. Punzi Tetrahedron 64 2008 53 60
49. V. Fiandanese, D. Bottalico, G. Marchese, A. Punzi, and F. Capuzzolo Tetrahedron 65 2009 10573 10580
50. V. Fiandanese, G. Marchese, A. Punzi, F. Iannone, and G.G. Rafaschieri Tetrahedron 66 2010 8846 8853
51. V. Fiandanese, F. Iannone, G. Marchese, and A. Punzi Tetrahedron 67 2011 5254 5260
52. V. Fiandanese, S. Maurantonio, A. Punzi, and G.G. Rafaschieri Org. Biomol. Chem. 10 2012 1186 1195