Synthesis of various heterocyclic compounds via multi-component reactions in water

Journal of the Iranian Chemical Society

Volumn 12, Issue 6, 2015, Pages 993-1036

  Rahmati, Abbas ^a   Pashmforoush, Neda ^a  

^a UNIVERSITY OF ISFAHAN   (Iran)

Author keywords

Aqueous media; Condensation reaction; Heterocyclic compounds; Multi component reactions

Indexed keywords

EID: 84928521787     PISSN: 1735207X     EISSN: 17352428     Source Type: Journal    
DOI: 10.1007/s13738-014-0562-z     Document Type: Article

References (279)

1. P.T. Anastas, J.C. Warner, Green Chemistry: Theory and Practice (Oxford University Press, UK, 1998)
2. P.T. Anastas, T. Williamson, Green Chemistry, Frontiers in Benign Chemical Synthesis and Process (Oxford University Press, Oxford, 1998)
3. L.D. Quin, J.A. Tyrell, Fundemental of Heterocyclic Chemistry (Wiley, Hoboken, 2010)
4. J.A. Joule, K. Mills, Heterocyclic chemistry, 2nd edn. (Blackwell Scince, Oxford, 2000)
5. M. Sainsbury, Heterocyclic Chemistry (Royal Society of Chemistry, London, 2001)
6. A.F. Pozharskii, A.T. Soldatenkov, A.R. Katritzky, Heterocycles in Life and Society (Wiley, Chichester, 1997)
7. R.V.A. Orru, E. Ruijter, Topics in Hetrocyclic chemistry: Synthesis of Heterocycles via Multicomponent Reactions II (Springer, Heidelberg, 2010)
8. J. Zhu, H. Bienayme, In Multicomponent Reactions (Wiely-VCH, Weinheim, 2005)
9. B.M. Trost, On inventing reactions for atom economy. Acc. Chem. Res. 35, 695 (2002)
10. P.A. Wender, V.A. Verma, T.J. Paxton, T.H. Pillow, Function-oriented synthesis, step economy, and drug design. Acc. Chem. Res. 41, 40 (2008)
11. R.W. Armstrong, A.P. Combs, P.A. Tempest, S.D. Brown, T.A. Keating, Acc. Chem. Res. 29, 123 (1996)
12. L. Weber, Drug Dis. Today 7, 143 (2002)
13. C. Hulme, V. Gore, Curr. Med. Chem. 10, 51 (2003)
14. A. Strecker, Annal. Chem. Pharm. 75, 27 (1850)
15. A. Hantzsch, Ber. Dtsch. Chem. Ges. 23, 1474 (1890)
16. E. Knovenagel, A. Klages, Ber. Dtsch. Chem. Ges. 26, 447 (1893)
17. C. Mannich, W. Kroschl, Arch. Pharm. 250, 647 (1912)
18. M. Passerini, Gazz. Chim. Ital. 51, 126 (1921)
19. I. Ugi, R. Meyer, Chem. Ber. 93, 239 (1960)
20. B. Beck, S. Hess, A. Dömling, Bioorg. Med. Chem. Lett. 10, 1701 (2000)
21. P.J. Scheuer, Acc. Chem. Res. 25, 433 (1992)
22. A. Dömling, I. Ugi, Angew. Chem. Int. Ed. 39, 3168 (2000)
23. A. Dömling, Chem. Rev. 106, 17 (2006)
24. I. Ugi, S. Heck, Comb. Chem. High Throughput Screen. 4, 1 (2001)
25. F. Lie'by-Muller, C. Simon, T. Constantieux, J. Rodriguez, QSAR Comb. Sci. 25, 432 (2006)
26. C. Simon, T. Constantieux, J. Rodriguez, Eur. J. Org. Chem. 4957 (2004)
27. N.M. Evdokimov, A.S. Kireev, A.A. Yakovenko, M.Y. Antipin, I.V. Magedov, A. Kornienko, J. Org. Chem. 72, 3443 (2007)
28. A. Dömling, Y. Huang, Synthesis 2859 (2010)
29. A. Shaabani, A. Maleki, A. Rezayan, A. Sarvari, Mol. Divers. 15, 41 (2011)
30. S. Sadjadi, M.M. Heravi, Tetrahedron 67, 2707 (2011)
31. A.V. Ivachtchenko, Y.A. Ivanenkov, V.M. Kysil, M.Y. Krasavin, A.P. Ilyin, Russ. Chem. Rev. 79, 787 (2011)
32. M. Shiri, Chem. Rev. 112, 3508 (2012)
33. A. Dömling, W. Wang, K. Wang, Chem. Rev. 112, 3083 (2012)
34. L. Weber, K. Illgen, M. Almstetter, Synlett 366 (1999)
35. V. Este'vez, M. Villacampa, J.C. Mene'ndaz, Chem. Soc. Rev. 39, 4402 (2010)
36. D. Tejedor, F. Garcia-Tellado, Chem. Soc. Rev. 36, 484 (2007)
37. I. Ugi, Pure Appl. Chem. 73, 187 (2001)
38. E. Ruijter, R. Scheffelar, R.V.A. Orru, Angew. Chem. Int. Ed. 50, 6234 (2011)
39. P.A. Grieco, Organic Synthesis in Water (Thomson Science, London, 1998)
40. K. Kandhasamy, V. Gnanasambandam, Current Org. Chem. 13, 1820 (2009)
41. C.J. Li, Chem. Rev. 105, 3095 (2005)
42. S. Otto, J.B.F.N. Engberts, Org. Biomol. Chem. 1, 2809 (2003)
43. J. Chandrasekhar, S. Shariffskul, W.L. Jorgensen, J. Phys. Chem. 106, 8078 (2002)
44. A. Lubineau, J. Auge'. Top. Curr. Chem. 206, 1 (1999)
45. A. Lubineau, J. Auge', Y. Queneau, Synthesis 741 (1994)
46. D.C. Rideout, R. Breslow, J. Am. Chem. Soc. 102, 7816 (1980)
47. S. Narayan, J. Muldoon, M.G. Finn, V.V. Fokin, H.C. Kolb, K.B. Sharpless, Angew. Chem. 117, 3339 (2005)
48. A.G. Coyne, Chem. Rev. 110, 6302 (2010)
49. W. Sharpless, Angew. Chem. Int. Ed. 44, 3275 (2005)
50. R. Breslow, Acc. Chem. Rev. 24, 159 (1991)
51. C. Tanford, The Hydrophobic Effect: Formation of Micelles and Biological Membranes (Wiley, New York, 1980)
52. W. Blokzijl, J.B.F.N. Engberts, Angew. Chem. Int. Ed. Eng. 32, 1545 (1993)
53. J.L. Kavanau, Water and Solute-Water Interactions (Holden-Day, San Francisco, 1964)
54. R.A. Marcus, Y. Jung, J. Am. Chem. Soc. 129, 5492 (2007)
55. W.L. Jorgensen, J. Am. Chem. Soc. 113, 7430 (1991)
56. B. Alcaide, P. Almendros, in Progress Heterocyclic Chemistry, ed. by G. Gribble, W., J.A. Joule, vol. 17 (Elsevier, Oxford, 2005), p. 64
57. J. Parrick, L.K. Mehta, in Comprehensive Heterocyclic Chemistry II, ed. by A. Padwa (Elsevier, Oxford 1996), p. 659
58. A.R. Pinder, Nat. Prod. Rep. 9, 491 (1992)
59. B. Alcaide, P. Almendros, Org. Prep. Proc. Int. 33, 317 (2001)
60. N. De Kimpe, in Comprehensive Heterocyclic Chemistry II, ed. by A. Padwa (Elsevier, Oxford 1996), p. 507
61. N.H. Cromwell, B. Philips, Chem. Rev. 79, 331 (1979)
62. M.C. Pirrung, K.S. Sarma, J. Am. Chem. Soc. 126, 444 (2004)
63. I. Kanzsai, S. GyÓnafavi, Z. Szakonyi, R. Sillanpää, F. Fülöp, Green Chem. 9, 357 (2007)
64. Z. Szakonyi, I. Kanzsai, S. Gyófalvi, F.A. Sillanpää, Tetrahedron Lett. 47, 9113 (2006)
65. C.S. Mckay, D.C. Kennedy, J.P. Pezacki, Tetrahedron Lett. 50, 1893 (2009)
66. K.-I. Lee, Y. Park, S.-J. Park, J.-H. Hwang, S.-J. Lee, G.-D. Kim, W.-K. Park, S. Lee, D. Jeong, J.-Y. Kong, H.-K. Kangd, H. Cho, Bioorg. Med. Chem. Lett. 16, 737 (2006)
67. E. Simamura, K.-I. Hirai, H. Shimada, J. Pan, J. Koyama, Cancer Detect. Prev. 27, 5 (2003)
68. J. Koyama, I. Morita, A. Kino, K. Tagahara, Chem. Pharm. Bull. 48, 873 (2000)
69. C. Ito, S. Katsuno, Y. Kondo, H.T.-W. Tan, H. Furukawa, Chem. Pharm. Bull. 48, 339 (2000)
70. J.S. Yadav, B.V. Reddy, S. Shubashree, K. Sadashiv, D.K. Rao, J. Mol. Cata A: Chem. 272, 128 (2007)
71. P. Prasanna, K. Balamurugan, S. Perumal, J.C. Menédez, Green Chem. 13, 2123 (2011)
72. A. Shaabani, M.B. Teimouti, H.R. Bijanzadeh, Monatsh. Chem. 135, 589 (2004)
73. M.B. Teimouri, R. Bzhrang, Montash. Chem. 139, 957 (2008)
74. A. Shaabani, M.B. Teimouri, H.R. Bijanzadeh, Tetrahedron Lett. 43, 9151 (2002)
75. A. Shaabani, M.B. Teimouri, H.R. Bijanzadeh, Monatsh. Chem. 102, 224 (2003)
76. M.M. Heravi, B. Baghernejad, H.A. Oskooie, Mol. Divers. 13, 385 (2009)
77. S.N. Murthy, B. Madhav, A.V. Kumar, K.R. Rao, Y.V.D. Nageswar, Tertahedron 65, 5251 (2009)
78. A. Ramazani, A. Rezaei, T. Mahari, M. Rouhani, M. Khoobi, Helvetica Chem. Acta. 93, 2033 (2010)
79. M. Adib, M. Mahdavi, S. Bagherzadeh, L.-G. Zhu, M. Rahimi-Nasrabadi, Tetrahedton Lett. 51, 27 (2010)
80. A. Gossauer, Methods in Organic Chemistry Pyrrole (Thieme, Stuttgart, 1994)
81. R.A. Jones, Pyrroles, Part II (Wiley, New York, 1992)
82. S.J. Higgins, Chem. Soc. Rev. 26, 247 (1997)
83. C.-F. Lee, L.-M. Yang, T.-Y. Hwu, A.-S. Feng, J.-C. Tseng, T.-Y. Luh, J. Am. Chem. Soc. 122, 4992 (2000)
84. K. Ogawa, R.C. Rasmussen, J. Org. Chem. 68, 2921 (2003)
85. A. Naji, M. Cretin, M. Persin, J. Sarrazin, J. Membr. Sci. 212, 1 (2003)
86. J. Chen, C.O. Too, G.G. Wallace, G.F. Swiegers, B.W. Skelton, A.H. White, Electrochim. Acta 47, 4227 (2002)
87. G. Zotti, S. Zecchin, G. Schiavon, A. Berlin, Chem. Mater. 14, 3607 (2002)
88. A. Glidle, M.J. Swann, C.S. Hadyoon, L. Cui, J. Davis, K.S. Ryder, J. Electron. Spect. 121, 131 (2001)
89. S. Pleus, B. Schulte, J. Solid, State. Electrochem. 5, 522 (2001)
90. P.A. Gale, E.R. Bleasdale, G.Z. Chen, Supramol. Chem. 13, 557 (2001)
91. B.P.J.D. Costello, P. Evans, N. Guernion, N.M. Ratcliffe, P.S. Sivanand, G.C. Teare, Synth. Met. 118, 199 (2001)
92. S.S.P. Chou, Y.H. Yeh, Tetrahedron Lett. 42, 1309 (2001)
93. L.F. Tietze, G. Kettschau, U. Heuschert, G. Nordmann, Chem. Eur. J. 7, 368 (2001)
94. N.R. Williamson, H.T. Simonsen, R.A. Ahmed, G. Goldet, H. Slater, L. Woodley, F.J. Leeper, G.P. Salmond, Mol. Microbiol. 56, 971 (2005)
95. C. Teixeira, F. Barbault, J. Rebehmed, K. Liu, L. Xie, H. Lu, S. Jiang, B. Fan, F. Maurel, Bioorg. Med. Chem. 16, 3039 (2008)
96. B. Khalili, P. Jajarmi, B. Eftekhari-Sis, M. Hashemi, J. Org. Chem. 73, 2090 (2008)
97. I. Yavari, E. Kowsari, Mol. Divers. 13, 519 (2009)
98. S. Zhang, X. Sun, W.-X. Zhang, Z. Xi, Chem. Eur. J. 15, 12608 (2009)
99. S.N. Murthy, B. Madhav, A.V. Kumar, K.R. Rao, Y.V.D. Nageswar, Helvetica. Chem. Acta. 92, 2118 (2009)
100. A.N. Kolontsova, M. Ivantsova, M.I. Tokareva, M.A. Mivonova, Mol. Divers. 14, 543 (2010)
101. B. Tan, Z. Shi, P.J. Chua, Y. Li, G. Zhang, Angw. Chem. Int. Ed. 48, 758 (2009)
102. B. Yan, Y. Liu, Org. Lett. 21, 4323 (2007)
103. M. Bakherad, A. Keivanloo, S. Jajarmi, Tetrahedron 68, 2107 (2012)
104. D.C. Remy, W.A.V. Sam, V.J. Lotti, J. Med. Chem. 15, 1198 (1972)
105. K. Hashimoto, K. Yanagi, K. Fukushima, Y. Uda, Int. J. Antimicrob. Agents 17, 97 (2001)
106. Y. Uda, H. Hayashi, A. Takaha, A. Shimizu, Food Sci. Technol. 33, 37 (2000)
107. H.K. Hall, J. Am. Chem. Soc. 79, 5441 (1957)
108. I. Kaljurand, A. Kütt, L. Sooväli, T. Rodima, V. Mäemets, I. Leito, I.A. Koppel, J. Org. Chem. 70, 1019 (2005)
109. L. Banfi, A. Basso, V. Cerulli, G. Guanti, R. Riva, J. Org. Chem. 73, 1608 (2008)
110. F. Rostami-Charati, Chinese. Chem. Lett. 25, 169 (2014)
111. R. Sarkar, C. Mukhopadhyay, Tetrahedron Lett. 54, 3706 (2013)
112. S. Santra, P.R.A. Andeana, Org. Lett. 24, 5035 (2007)
113. M.A. Mirono, M.N. Ivantsova, V.S. Mokrushi, Mol. Divers. 6, 193 (2003)
114. M. Adib, S. Ansari, H.R. Bijanzadeh, Synlett 619 (2011)
115. X. Zhu, X.-P. Xu, C. Sun, H.-Y. Wang, K. Zhao, S.-J. Ji, J. Comb. Chem. 12, 822 (2010)
116. T. Eicher, S. Hauptmann, A. Speicher, The Chemistry of Heterocycles (Wiley-VCH, New York, 2003)
117. S. Gronowitz, in The Chemistry of Heterocyclic Compounds: Thiophene and its Derivatives, ed. by S. Gronowitz, vol. 44, Chap. 2 (Wiley, New York, 1991)
118. D.M. Vriezema, J. Hoogboom, K. Velonia, K. Takazawa, P.C.M. Christianen, J.C. Maan, A.E. Rowan, R.J.M. Nolte, Angew. Chem. Int. Ed. 42, 772 (2003)
119. H. Yu, A.E. Pullen, M.G. Büschel, T.M. Swager, Angew. Chem. Int. Ed. 43, 3700 (2004)
120. J. Swanston, "Thiophene" in Ullmann's Encyclopedia of Industrial Chemistry (Wiley-VCH, Weinheim, 2006)
121. F. Matlobi-Moghadam, G. Rezanejade-Bardajee, M. Dolahi, J. Sulfur, Chem. 31, 387 (2010)
122. Y. Wang, D. Dong, Y. Yang, J. Huang, Y. Ouyang, Q. Liu, Tetrahedron 63, 2724 (2007)
123. M. Sutharchanadevi, R. Murugan, in Comprehensive Heterocyclic Chemistry II, ed. by A.R. Katritzky, C.W. Rees, E.F.V. Scriven, vol. 3 (Pergamon, London, 1996), p. 221
124. A. Goel, A.K. Madan, Struct. Chem. 8, 155 (1997)
125. S.W. Martin, F.E. Bishop, B.M. Kerr, M. Moor, M. Moore, P. Sheffels, M. Rashed, J.G. Slatter, L. Berthon-Cédille, F. Lepage, J.J. Descombe, M. Picard, T.A. Baillie, R.H. Levy, Drug Metab. Dispos. 25, 40 (1997)
126. C. Romagnoli, C.B. Vicentini, D. Mares, Lett. Appl. Microbiol. 20, 5 (1995)
127. D. Raffa, G. Daidone, B. Maggio, D. Schillaci, F. Plescia, L. Torta, Pharmazie Il Farmaco 54, 90 (1999)
128. M. Molteni, U. Muller, A.B. Onderuschk, Chem. Eng. Technol. 26, 1207 (2003)
129. M. Adib, M. Mahdavi, M.A. Noghani, P. Mirzaei, Tetrahdron Lett. 50, 7246 (2009)
130. S.B. Bharate, A.K. Padala, B.A. Dar, R.R. Yadav, B. Singh, R.A. Vishwakarma, Tetrahedron Lett. 54, 3558 (2013)
131. A. Schmidt, A. Dreger, Curr. Org. Chem. 15, 1423 (2011)
132. A. Schmidt, A. Beutler, B. Snovydovych, Eur. J. Org. Chem. 24, 4073 (2008)
133. N.A. Ali, B.A. Dar, V. Pradhan, M. Farooqui, Mini Rev. Med. Chem. 13, 1792 (2013)
134. K. Balamurugan, S. Perumal, J.C. Menéndez, Tetrahedron 67, 3201 (2011)
135. A.P. Philips, H.L. White, S. Rosen, Eur. Pat. Appl. EP 58890, 1982
136. J.C. Lee, J.T. Laydon, P.C. McDonnell, T.F. Gallagher, S. Kumar, D. Green, D. McNulty, M.J. Blumenthal, J.R. Keys, S.W.L. Vatter, J.E. Strickler, M.M. McLaughlin, I.R. Siemens, S.M. Fisher, G.P. Livi, J.R. White, J.L. Adams, P.R. Young, Nature 372, 739 (1994)
137. A.K. Takle, M.J.B. Brown, S. Davies, D.K. Dean, G. Francis, A. Gaiba, A.W. Hird, F.D. King, P.J. Lovell, A. Naylor, A.D. Reith, J.G. Steadman, D.M. Wilson, Bioorg. Med. Chem. Lett. 16, 378 (2006)
138. S.E. de Laszlo, C. Hacker, B. Li, D. Kim, M. MacCoss, N. Mantalo, J.V. Pivnichny, L. Colwell, G.E. Koch, M.A. Cascieri, W.K. Hagmenn, Bioorg. Med. Chem. Lett. 9, 641 (1999)
139. J. Heeres, L.J.J. Backx, J.H. Mostmans, J. Van Custem, J. Med. Chem. 22, 1003 (1979)
140. M. Antolini, A. Bozzoli, C. Ghiron, G. Kennedy, T. Rossi, A. Ursini, Bioorg. Med. Chem. Lett. 9, 1023 (1999)
141. L. Wang, K.W. Woods, Q. Li, K.J. Barr, R.W. McCroskey, S.M. Hannick, L. Gherke, R.B. Credo, Y.-H. Hui, K. Marsh, R. Warner, J.Y. Lee, N. Zielinsky-Mozng, D. Frost, S.H. Rosenberg, H.L. Sham, J. Med. Chem. 45, 1697 (2002)
142. C. Mukhopadhyay, P.K. Tapaswi, Green. Chem. Lett. Rev. 5, 109 (2012)
143. S.A. Dake, M.B. Khedkar, G.S. Irmale, S.J. Ukalgaonkar, V.V. Thorat, S.A. Shintre, R.P. Pawer, Synth. Commun. 42, 1509 (2012)
144. J.N. Sangshetti, N.D. Kokare, S.A. Kotharkar, D.B. Shinde, Chin. Chem. Lett. 19, 762 (2008)
145. M. Adib, M. Mahdavi, M.A. Noghani, P. Mirzaei, Tetrahdron Lett. 48, 7263 (2007)
146. A. Weissberger, E.C. Taylor, Chemistry of Heterocyclic Compounds: Thiazole and its Derivatives, Part Two, ed. by J.V. Metzger (Wiley, New York, 1979)
147. A. Alizadeh, S. Rostamnia, N. Zohreh, R.A. Hosseinpour, Tetrahedron Lett. 50, 1533 (2009)
148. F. Aryanasab, H. Maaleki, M.R. Saidi, J. Iran. Chem. Soc. 8, 525 (2011)
149. S.T. Abu-Orabi, M.A. Atfah, I. Jibril, F.M. Mari'I, A.A. Ali, J. Heterocycl. Chem. 26, 1461 (1989)
150. J.S. Yadav, B.V.S. Reddy, V. Geetha, Synlett 513 (2002)
151. W.Q. Fan, A.R. Katritzky, in Comprehensive Heterocyclic Chemistry II, ed. by C.W. Rees, E.F.V. Scriven, vol. 4 (Elsevier, Oxford, 1996), p. 1
152. S. Alvarez, F. San, S. Aquaro, C. De, C.F. Perno, A. Karlsson, J. Balzarini, M.J. Camarasa, J. Med. Chem. 37, 4185 (1994)
153. Z.-Y. Yan, Y.-B. Zhao, M.-J. Fan, W.-M. Liu, Y.-M. Liang, Tetrahedron 61, 9331 (2005)
154. F. Alonso, Y. Moglie, G. Radivoy, M. Yas, J. Org. Chem. 76, 8394 (2011)
155. H. Sharghi, M.H. Beyzari, A. Safari, M.M. Doroodmand, R. Khalifeh, Adv. Synth. Catal. 351, 2391 (2009)
156. S. Kal, S. Disale, S. Kahandal, R. Jayaram, Cur. Chem. Lett. 1, 69 (2012)
157. B.S.P.A. Kumar, K.H.V. Reddy, B. Madhav, K. Ramesh, Y.V.D. Nageswa, Tetrahedron Lett. 53, 4595 (2012)
158. Y.-B. Zhao, Z.-Y. Yan, Y.-M. Liang, Tetrahedron Lett. 47, 1545 (2006)
159. G. Frapper, C. Bachmann, Y. Gu, R.C.D. Sousaa, F. Jérôme, Phys. Chem. Chem. Phys. 13, 628 (2011)
160. S. Gao, C.H. Tsai, C. Tseng, C.-F. Yao, J. Org. Chem. 50, 4324 (2007)
161. S. Gao, C.H. Tsai, C. Tseng, C.-F. Yao, Tetrahedron 64, 9143 (2008)
162. W.-B. Sun, P. Zhang, J. Fan, S.-H. Chen, Z.-H. Zhang, Synth. Commun. 40, 587 (2010)
163. A.A. Jensen, M.N. Erichsen, C.W. Nielsen, T.B. Stensbol, J. Kehler, L. Bunch, J. Med. Chem. 52, 912 (2009)
164. S. Balalaie, M. Barajanian, M. Shekh-Ahmadi, S. Hekmat, P. Salehi, Synth. Commun. 37, 1097 (2007)
165. A. Mobinkhaledi, N. Foroghifar, M.A.A. Bodaghifard, Synth. Commun. 35, 137 (2005)
166. D. Tahmassebi, J.A. Bryson, S.-I. Binz, Synth. Commun. 41, 2701 (2011)
167. R. Sandip, S. Kal, V. Radha, S. Jayarma, Synth. Commun. 39, 1643 (2009)
168. R. Balini, G. Bosica, M.L. Conforti, R. Maggi, A. Mazzacani, P. Righic, G. Sartori, Tetrahedron 57, 1395 (2001)
169. D. Kumar, V.B. Reddy, B.G. Mishra, R.K. Rana, M.N. Nadagonda, R.S. Varma, Tetrahedron 63, 3093 (2007)
170. M.P. Surpur, S. Kshirsagar, S.D. Samat, Tetrahedron Lett. 50, 719 (2009)
171. M.M. Heravi, K. Bakhtiari, V. Zaadsirjan, F.F. Bamoharram, O.M. Heravi, Bioorg. Med. Chem. Lett. 17, 4262 (2007)
172. T.-S. Jin, J.-C. Xiao, S.-J. Wang, T.-S. Li, Ultrason. Sonochem. 11, 393 (2004)
173. D. Shi, J. Mou, Q. Zang, L. Niu, N. Wu, X. Wang, Synth. Commun. 34, 4557 (2004)
174. T.-S. Jin, A.-Q. Wang, Z.-N. Cheng, J.-S. Zhang, T.-S. Li, Synth. Commun. 35, 137 (2005)
175. T.-S. Jin, R.-Q. Zhao, T.-S. Li, Arkivoc, 176 (2006)
176. M.M. Heravi, A. Ghods, F. Derikvand, K. Bakhtiari, F.F. Bamoharram, J. Iran. Chem. Soc. 7, 615 (2010)
177. M. Barajanian, S. Balalaie, B. Movssagh, A.M. Amani, J. Iran. Chem. Soc. 6, 436 (2009)
178. A. Shaabani, S. Samadi, A. Rahmati, Synth. Commun. 37, 491 (2007)
179. S.H. Banitaba, J. Safari, S. Dehghan, Khalili. Ultrason. Sonochem. 20, 401 (2013)
180. M.N. Elinson, R.F. Nasybullin, F.V. Ryzhkov, M.P. Egorov, Comp. Rendus Chim. 789, 16 (2013)
181. L. Wang, M. Huang, X. Zhu, Y. Wan, Appl. Catal. A: Gen. 454, 160 (2013)
182. N.C. Ganguly, S. Roy, P. Mondal, R. Saha, Tetrahedron Lett. 53, 7067 (2012)
183. K. Pradhan, S. Paul, A.R. Das, Tetrahedron Lett. 54, 3105 (2013)
184. J.M. Khurana, S. Kumar, Tetrahedron Lett. 50, 4125 (2009)
185. R. Sarma, M.M. Sarmah, K.C. Lekhoc, D. Prajapati, Synlett 2842 (2010)
186. B.M. Trost, M.K. Brennan, Synthesis 3003 (2009)
187. C.V. Galliford, K.A. Scheidt, Angew. Chem. Int. Ed. 46, 8748 (2007)
188. Y. Li, H. Cheng, C. Shi, D. Shi, S. Ji, J. Comb. Chem. 12, 231 (2010)
189. A. Mobinkhaledi, N. Foroghifar, M.A. Bodaghifard, Synth. Commun. 41, 441 (2011)
190. T. Akiama, J. Takayama, H. Kagoshima, Tetrahedron Lett. 40, 7831 (1999)
191. C. Mannich, P. Schumann, Ber. Dtsch. Chem. Ges. 69, 2299 (1936)
192. S.L.D.J. Yadav, R.A. Kapoor, Tetrahedron Lett. 49, 4840 (2008)
193. S.J. Tu, X.H. Zhang, Z.G. Han, X.D. Cao, S.S. Wu, S. Yan, W.J. Hao, G. Zhang, N. Ma, J. Comb. Chem. 11, 428 (2009)
194. A. Bazgir, S. Ahadi, R. Ghahremanzadeh, H.R. Khavasi, P. Mirzaie, Ultrasonics Sonochem. 17, 447 (2010)
195. M.-M. Zhang, X.-S. Wang, Q. Li, C.-S. Yao, S.-G. Tu, Yauji Hvaxue 28, 881 (2008)
196. S. Murahashi, H. Takaya, T. Naota, Pure Appl. Chem. 74, 19 (2002)
197. G. Savitha, R. Sudhakar, P.T. Perumal, Tetrahedron Lett. 49, 7260 (2008)
198. R. Balini, F. Bigi, F. Conforti, D. Santi, Catal. Today 60, 305 (2000)
199. G. Savitha, P.T. Perumal, Tetrahedron Lett. 47, 3589 (2006)
200. A. Ouach, S. Gmouh, M. Pacheault, M. Vaultier, Tetrahedron 64, 1962 (2008)
201. E. Borrione, M. Prato, G. Scorrano, M. Stivanello, V. Lucchini, J. Heterocycl. Chem. 25, 1831 (1988)
202. V.V. Kouznetsov, C.O. Puentes, A.R.R. Bohorquez, S.A. Zacchino, M. Sortino, M. Gupta, Y. Vazquez, A. Bahsas, Lett. Org. Chem. 3, 300 (2006)
203. J. Zhang, C. Li, J. Org. Chem. 67, 3969 (2002)
204. X.-S. Wang, M.-M. Zhang, Q. Li, C.-S. Yao, S.-G. Tu, Synlett 3141 (2007)
205. A. Ma, B. Jiang, G. Zhang, S. Tu, W. Wever, G. Li, Green Chem. 12, 1357 (2010)
206. U. Eisner, J. Kuthan, Chem. Rev. 72, 1 (1972)
207. C.O. Kappe, Acc. Chem. Res. 33, 879 (2000)
208. A.D. Patil, N.V. Kumar, W.C. Kokke, M.F. Bean, A.J. Freyer, C. De Brosse, S. Maim, A. Truneh, B. Carte, D.J. Faulkner, J. Org. Chem. 60, 1182 (1995)
209. T.U. Mayer, T.M. Tapoor, S.J. Haggarty, R.W. King, S.L. Schreiber, T.J. Mitchison, Science 286, 971 (1999)
210. F. Tamadon, Z. Razmi, A. Jafari, Tetrahedron Lett. 51, 1187 (2010)
211. A.-R. Kumar, A. Maurya, Synlett 15, 830 (2008)
212. D.-Q. Shi, J.-W. Shi, H. Yao, Synth. Commun. 39, 664 (2009)
213. B.M. Khadilkar, V.G. Gairal, A.A. Chitnavis, Tetrahedron Lett. 63, 8083 (1995)
214. S.-J. Tu, B. Jiang, J.-Y. Zhang, R.-H.; Jian, Y. Zhang, C.-S. Yao. Org. Biomol. Chem. 40, 3980 (2006)
215. R. Ghahremanzadeh, Z. Rashid, A.H. Zarnani, H. Naeimi, Appl. Catal. A: Gen. 467, 270 (2013)
216. S.-J. Tu, Y. Zhang, H. Jiang, B. Jiang, J.-Y. Zhang, R.-H. Jia, F.-A. Shi, Eur. J. Org. Chem. 47, 1522 (2007)
217. D. Shi, L. Niu, J. Shi, Heterocycle. Chem. 44, 1083 (2007)
218. F. Shi, Z. Yan, J. Tu, L. Mei, Chinese J. Chem. 26, 1262 (2008)
219. G.-K. Verma, S.-K. Raghuvan, R. Kumar, M.S. Singh, Tetrahedron Lett. 53, 399 (2012)
220. J.-P. Wan, S.-F. Gun, G.-L. Sun, Y.-P. Pan, J. Org. Chem. 74, 2862 (2009)
221. J. Safari, S.H. Banitaba, S.D. Khalili, J. Mol. Catal. A: Chem. 335, 46 (2011)
222. L. Öhberg, J. Westman, Synlett 1296 (2001)
223. M.R. Poor Heravi, S. Mehranfar, N. Shabani, Comp. Rendus Chim. 141, 17 (2013)
224. G. Wang, C.-B. Miao, Green Chem. 8, 1080 (2006)
225. M. Hadjeb, M.-S. Hashtrodi, H.-R. Bijhanzade, S. Balalaie, Helvetica Chem. Acta 4, 328 (2011)
226. A. Dandia, A. Laxkar, R. Singh, Tetrahedron Lett. 53, 3012 (2012)
227. J. Safari, S.H. Banitaba, S.D. Khalili, Ultrasonics Sonochem. 19, 1061 (2012)
228. R. Zhang, S. Tu, Y. Zhang, C. Yao, J. Heterocycle, Chem. 44, 895 (2007)
229. S. Mishra, R. Ghosh, Synth. Commun. 42, 2229 (2012)
230. T. Reddy, S. Reddy, G.-S. Reddy, Green Chem. 14, 1870 (2012)
231. S. Tu, Q. Shao, D. Zhou, L. Cao, F. Shi, C.J. Li, Heterocycle Chem. 44, 1401 (2007)
232. D.Q. Shi, J. Shi, H. Yao, J. Chin. Chem. Soc. 56, 504 (2009)
233. F. Shi, C. Li, M. Xia, K. Miao, Y. Zhao, S. Tu, W. Zhang, G. Zhang, N. Ma, Bioorg. Med. Chem. Lett. 19, 5565 (2009)
234. K.C. Majumdar, S. Ponra, T. Ghosh, RSC Adv. 2, 1144 (2012)
235. R.C.D. Brown, J. Chem. Soc. Perkin Trans 1, 3293 (1998)
236. G.L. Regnier, R.J. Canevar, L. Douarec, S. Halstop, J. Daussy, J. Med. Chem. 15, 295 (1972)
237. C.A. Winter, E.A. Fisley, G.W. Nuss, Proc. Soc. Exp. Biol. Med. 111, 544 (1962)
238. A.L. Xavier, A.M. Simas, E.P.D.S. Falcão, J.V.D. Anjos, Tetrahedron Lett. 54, 3462 (2013)
239. G.R. Reddy, T.R. Reddy, R.G. Chary, S.C. Joseph, S. Mukherjee, M. Pal, Tetrahedron Lett. 54, 6744 (2013)
240. M.W. Powner, S.-L. Zheng, W.J. Szostak, J. Am. Chem. Soc. 134, 13889 (2012)
241. A. Dandia, S. Khaturia, P. Sarawgi, A. Jain, Phos. Sulf. Silicon. 182, 2529 (2007)
242. S.J. Tu, Y. Zhang, H. Jiang, B. Jiang, J.-Y. Zhang, R.H. Jia, F.A. Shi, Eur. J. Org. Chem. 1522 (2007)
243. A. Shaabani, A. Rahmati, A.H. Rezayan, M. Darvish, Z. Badri, A. Savari, QSAR Comb. Sci. 26, 973 (2007)
244. D. Fang, D.-Z. Zhang, Z.-L. Liu, Monatsh. Chem. 141, 419 (2010)
245. J.S. Yadav, B.V.S. Reddy, P. Sridhar, J.S.S. Reddy, K. Nagaiah, N. Lingaian, P.S. Saiprasad, Eur. J. Org. Chem. 552 (2004)
246. P.G. Mandhane, R. Joshi, D.R. Ngargoje, C.H. Gill, Tetrahedron Lett. 51, 3138 (2010)
247. I. Suzoki, Y. Suzomura, A.S. Takeda, Tetrahedron Lett. 48, 7334 (2007)
248. V. Polshettiwar, R.S. Varma, Tetrahedron Lett. 48, 7343 (2007)
249. S.H. Azzam, A.A. Siddekhaa, A. Nizam, M.A. Pash, Chinese. J. Catal. 33, 677 (2012)
250. A. Bhatewara, S.R. Jetti, T. Kadre, P. Palival, S. Jain, Arch. Appl. Sci. Res. 4, 1274 (2012)
251. I. Yavari, E. Karimi, Synth. Commun. 37, 2593 (2007)
252. K. Kumari, D.S. Raghunvaushi, K.N. Singh, Indian J. Chem. 860 (2012)
253. M. Dabiri, P. Salehi, S. Otokesh, M. Baghbanzadeh, G. Kozegary, Tetrahedron Lett. 46, 6123 (2005)
254. M. Dabiri, P. Salehi, S. Otokesh, M. Baghbanzadeh, M.A. Zolfigol, M.A. Heydari, Catal. Commun. 9, 785 (2008)
255. S.R. Kolla, Y.R. Lee, Tetrahedron 66, 8938 (2010)
256. N.R. Candeias, R. Paterna, P.M. Cal, P.M. Gois, Chem. Educ. 89, 799 (2012)
257. V.D. Dhakane, S.S. Gholap, U.P. Deshmukh, H.V. Chavan, B.P. Bandgar, Comp. Rendus Chim. 17, 431 (2014)
258. Z. Hossaini, F. Rostami-Charati, S. Seyfi, M. Ghambarian, Chinese. Chem. Lett. 24, 376 (2013)
259. C.C. Scarborough, M.W. Grady, I. Guzei, B.A. Gandhi, E. Bunel, S.S. Angew, Chem. Int. Ed. 44, 5269 (2005)
260. F. Pietra, Chem. Rev. 73, 293 (1973)
261. G.A. Archer, L.H. Sternbach, Chem. Rev. 68, 747 (1968)
262. M.A. Rasouli, M. Mahdavi, P. Rashidi, Ranjbar, M. Saeedi, A. Shafiee, A. Foroumadi. Tetrahedron Lett. 53, 7088 (2012)
263. A. Shaabani, H. Mofakham, A. Maleki, J. Moghimi-Rad, J. Org. Chem. 73, 3925 (2008)
264. S.S. Palimkar, R.J. Lahoti, V.S. Kumar, Green Chem. 9, 146 (2007)
265. R.A. Desilva, S. Suatra, P.R. Org, Lett. 10, 4541 (2008)
266. X. Tu, X.-D. Cao, W.-J. Hao, X.-H. Zhang, S. Yan, S. Wu, Z.-G. Han, F. Shi, Org. Biomol. Chem. 7, 557 (2009)
267. G. Vasuki, K. Kumaravel, Tetrahedron Lett. 49, 5636 (2008)
268. A. Siddkha, A. Nizam, M. Pasha, Spectro. Chimi. Acta. Part A 81, 431 (2011)
269. D.M. Pore, P.B. Patil, P.B. Gaikwad, P.G. Hegade, J.D. Patil, K.A. Undale, Tetrahedron Lett. 54, 5876 (2013)
270. S. Rajesh, B. Devibala, S. Perumal, J.C. Mendez, Green Chem. 13, 3248 (2011)
271. L. Yu, D. Chen, P.G. Wang, Tetrahedton Lett. 27, 2169 (1996)
272. U. Costantino, F. Feringuelli, M. Orru, M. Nocchetti, O. Piermati, F. Pizzo, Eur. J. Org. Chem. 1214 (2009)
273. M. Ghandi, M.T. Nazeri, M. Kubicki, Tetrahedron 69, 4979 (2013)
274. E. Gravel, E. Poupon, R. Hocquemiller, Org. Lett. 7, 2497 (2005)
275. C. Mukhopadhyay, P. Das, R. Butcher, Org. Lett. 13, 4664 (2011)
276. H. Wu, W. Lin, Y. Wan, S.-Q. Xin, D.-Q. Shi, Y.-H. Shi, R. Yuan, W. Yin, J. Comb. Chem. 12, 31 (2010)
277. F. Shi, C. Li, M. Xia, K. Miao, Y. Zhao, S. Tu, W. Zhang, J. Comb. Chem. 11, 1011 (2009)
278. C. Schöpf, Angew. Chem. 50, 797 (1937)
279. M. Adib, E. Sheikhi, A. Kavoosi, H.R. Bijanzadeh, Tetrahedron 66, 9263 (2010)