Synthesis of Cyclic Carbonates from Epoxides and Carbon Dioxide by Using Organocatalysts

ChemSusChem

Volumn 8, Issue 15, 2015, Pages 2436-2454

  Cokoja, Mirza ^a   Wilhelm, Michael E ^a   Anthofer, Michael H ^a   Herrmann, Wolfgang A ^a   Kühn, Fritz E ^a  

^a TECHNICAL UNIVERSITY OF MUNICH   (Germany)

Author keywords

carbon dioxide; cyclic carbonates; epoxides; organocatalysis; sustainable chemistry

Indexed keywords

CARBON FOOTPRINT; CARBONATES; CATALYST ACTIVITY; CYCLOADDITION; REUSABILITY; SUSTAINABLE DEVELOPMENT;

CYCLIC CARBONATES; CYCLOADDITION REACTION; EPOXIDES; ORGANOCATALYSIS; RENEWABLE CARBON SOURCES; SINGLE-COMPONENT CATALYSTS; SUSTAINABLE CHEMISTRY; SYNTHESIS OF CYCLIC CARBONATES;

CARBON DIOXIDE;

AMMONIUM DERIVATIVE; CARBON DIOXIDE; CARBONIC ACID DERIVATIVE; EPOXIDE; IMIDAZOLE DERIVATIVE; ORGANOPHOSPHORUS COMPOUND;

CATALYSIS; CHEMISTRY; CYCLIZATION; SYNTHESIS;

AMMONIUM COMPOUNDS; CARBON DIOXIDE; CARBONATES; CATALYSIS; CYCLIZATION; EPOXY COMPOUNDS; IMIDAZOLES; ORGANOPHOSPHORUS COMPOUNDS;

EID: 84939464746     PISSN: 18645631     EISSN: 1864564X     Source Type: Journal    
DOI: 10.1002/cssc.201500161     Document Type: Review

References (161)

1. E. V. Kondratenko, G. Mul, J. Baltrusaitis, G. O. Larrazabal, J. Pérez-Ramirez, Energy Environ. Sci. 2013, 6, 3112-3135.
2. G. Centi, R. A. van Santen, Catalysis for Renewables: From Feedstock to Energy Production, Wiley-VCH, Weinheim, 2007
3. D. M. Alonso, J. Q. Bond, J. A. Dumesic, Green Chem. 2010, 12, 1493-1513.
4. M. Mikkelsen, M. Jørgensen, F. C. Krebs, Energy Environ. Sci. 2010, 3, 43-81.
5. New and Future Developments in Catalysis Activation of Carbon Dioxide (Ed.:, S. Suib,), Elsevier, Amsterdam, 2013.
6. M. Aresta, A. Dibenedetto, Dalton Trans. 2007, 2975-2992
7. A. Tlili, E. Blondiaux, X. Frogneux, T. Cantat, Green Chem. 2015, 17, 157-168.
8. G. Centi, E. A. Quadrelli, S. Perathoner, Energy Environ. Sci. 2013, 6, 1711-1731
9. J. Ma, N. Sun, X. Zhang, N. Zhao, F. Xiao, W. Wei, Y. Sun, Catal. Today 2009, 148, 221-231.
10. P. Lanzafame, G. Centi, S. Perathoner, Chem. Soc. Rev. 2014, 43, 7562-7580.
11. M. R. Kember, A. Buchard, C. K. Williams, Chem. Commun. 2011, 47, 141-163.
12. M. Cokoja, C. Bruckmeier, B. Rieger, W. A. Herrmann, F. E. Kühn, Angew. Chem. Int. Ed. 2011, 50, 8510-8537
13. Angew. Chem. 2011, 123, 8662-8690
14. M. North, R. Pasquale, C. Young, Green Chem. 2010, 12, 1514-1539.
15. M. Aresta, A. Dibenedetto, A. Angelini, Chem. Rev. 2014, 114, 1709-1742.
16. S.-S. Wu, X.-W. Zhang, W.-L. Dai, S.-F. Yin, W.-S. Li, Y.-Q. Ren, C.-T. Au, Appl. Catal. A 2008, 341, 106-111
17. W. Cheng, Z. Fu, J. Wang, J. Sun, S. Zhang, Synth. Commun. 2012, 42, 2564-2573.
18. M. E. Wilhelm, M. H. Anthofer, R. M. Reich, V. D'Elia, J.-M. Basset, W. A. Herrmann, M. Cokoja, F. E. Kühn, Catal. Sci. Technol. 2014, 4, 1638-1643.
19. A. Sibaouih, P. Ryan, M. Leskelä, B. Rieger, T. Repo, Appl. Catal. A 2009, 365, 194-198.
20. T. Yano, H. Matsui, T. Koike, H. Ishiguro, H. Fujihara, M. Yoshihara, T. Maeshima, Chem. Commun. 1997, 1129-1130
21. B. M. Bhanage, S.-i. Fujita, Y. Ikushima, M. Arai, Appl. Catal. A 2001, 219, 259-266.
22. R. Srivastava, D. Srinivas, P. Ratnasamy, Tetrahedron Lett. 2006, 47, 4213-4217.
23. M. Tu, R. J. Davis, J. Catal. 2001, 199, 85-91.
24. N. Takeda, S. Inoue, Bull. Chem. Soc. Jpn. 1978, 51, 3564-3567
25. T. Aida, S. Inoue, J. Am. Chem. Soc. 1983, 105, 1304-1309.
26. W. J. Kruper, D. D. Dellar, J. Org. Chem. 1995, 60, 725-727.
27. L. Jin, H. Jing, T. Chang, X. Bu, L. Wang, Z. Liu, J. Mol. Catal. A 2007, 261, 262-266.
28. R. Luo, X. Zhou, S. Chen, Y. Li, L. Zhou, H. Ji, Green Chem. 2014, 16, 1496-1506
29. W. Clegg, R. W. Harrington, M. North, R. Pasquale, Chem. Eur. J. 2010, 16, 6828-6843
30. D. Tian, B. Liu, Q. Gan, H. Li, D. J. Darensbourg, ACS Catal. 2012, 2, 2029-2035
31. C. J. Whiteoak, N. Kielland, V. Laserna, E. C. Escudero-Adán, E. Martin, A. W. Kleij, J. Am. Chem. Soc. 2013, 135, 1228-1231.
32. C.-X. Miao, J.-Q. Wang, Y. Wu, Y. Du, L.-N. He, ChemSusChem 2008, 1, 236-241.
33. R. L. Paddock, S. T. Nguyen, J. Am. Chem. Soc. 2001, 123, 11498-11499.
34. D. W. C. MacMillan, Nature 2008, 455, 304-308
35. J. G. Hernández, E. Juaristi, Chem. Commun. 2012, 48, 5396-5409
36. Organocatalysis (Eds.:, M. T. Reetz, B. List, S. Jaroch, H. Weinmann,), Springer, Heidelberg, 2008
37. P. MacLellan, Nat. Chem. 2013, 5, 896-897.
38. G. Fiorani, W. Guo, A. W. Kleij, Green Chem. 2015, 17, 1375-1389.
39. X. Chen, J. Sun, J. Wang, W. Cheng, Tetrahedron Lett. 2012, 53, 2684-2688.
40. A. J. R. Amaral, J. F. J. Coelho, A. C. Serra, Tetrahedron Lett. 2013, 54, 5518-5522.
41. J. Tharun, D. W. Kim, R. Roshan, Y. Hwang, D.-W. Park, Catal. Commun. 2013, 31, 62-65.
42. K. R. Roshan, T. Jose, D. Kim, K. A. Cherian, D. W. Park, Catal. Sci. Technol. 2014, 4, 963-970.
43. H. Büttner, K. Lau, A. Spannenberg, T. Werner, ChemCatChem 2015, 7, 459-467.
44. T. Nishikubo, A. Kameyama, J. Yamashita, M. Tomoi, W. Fukuda, J. Polym. Sci. Part A 1993, 31, 939-947.
45. V. Calõ, A. Nacci, A. Monopoli, A. Fanizzi, Org. Lett. 2002, 4, 2561-2563.
46. J.-Q. Wang, D.-L. Kong, J.-Y. Chen, F. Cai, L.-N. He, J. Mol. Catal. A 2006, 249, 143-148.
47. M. Mamparambath Dharman, H.-J. Choi, S.-W. Park, D.-W. Park, Top. Catal. 2010, 53, 462-469.
48. J. Sun, S. Zhang, W. Cheng, J. Ren, Tetrahedron Lett. 2008, 49, 3588-3591.
49. Y. Zhao, C. Yao, G. Chen, Q. Yuan, Green Chem. 2013, 15, 446-452.
50. Y. Zhou, S. Hu, X. Ma, S. Liang, T. Jiang, B. Han, J. Mol. Catal. A 2008, 284, 52-57.
51. Y. Tsutsumi, K. Yamakawa, M. Yoshida, T. Ema, T. Sakai, Org. Lett. 2010, 12, 5728-5731.
52. A. Barbarini, R. Maggi, A. Mazzacani, G. Mori, G. Sartori, R. Sartorio, Tetrahedron Lett. 2003, 44, 2931-2934.
53. X. Zhang, N. Zhao, W. Wei, Y. Sun, Catal. Today 2006, 115, 102-106.
54. X. Zhang, Y. Zhang, Y. Yang, Q. Wei, X. Zhang, React. Kinet. Catal. Lett. 2008, 94, 385-390.
55. K. M. K. Yu, I. Curcic, J. Gabriel, H. Morganstewart, S. C. Tsang, J. Phys. Chem. A 2010, 114, 3863-3872.
56. J. Sun, W. Cheng, Z. Yang, J. Wang, T. Xu, J. Xin, S. Zhang, Green Chem. 2014, 16, 3071-3078.
57. M. Sankar, N. H. Tarte, P. Manikandan, Appl. Catal. A 2004, 276, 217-222
58. R. A. Shiels, C. W. Jones, J. Mol. Catal. A 2007, 261, 160-166
59. S. R. Jagtap, V. P. Raje, S. D. Samant, B. M. Bhanage, J. Mol. Catal. A 2007, 266, 69-74.
60. F. Adam, M. S. Batagarawa, Appl. Catal. A 2013, 454, 164-171.
61. E. A. Prasetyanto, M. B. Ansari, B.-H. Min, S.-E. Park, Catal. Today 2010, 158, 252-257.
62. Q. Su, J. Sun, J. Wang, Z. Yang, W. Cheng, S. Zhang, Catal. Sci. Technol. 2014, 4, 1556-1562.
63. J. Roeser, K. Kailasam, A. Thomas, ChemSusChem 2012, 5, 1793-1799.
64. R. Srivastava, D. Srinivas, P. Ratnasamy, J. Catal. 2005, 233, 1-15
65. R. Srivastava, D. Srinivas, P. Ratnasamy, Microporous Mesoporous Mater. 2006, 90, 314-326
66. C. Qi, H. Jiang, Sci. China Chem. 2010, 53, 1566-1570.
67. Z.-Z. Yang, L.-N. He, C.-X. Miao, S. Chanfreau, Adv. Synth. Catal. 2010, 352, 2233-2240.
68. S. Foltran, J. Alsarraf, F. Robert, Y. Landais, E. Cloutet, H. Cramail, T. Tassaing, Catal. Sci. Technol. 2013, 3, 1046-1055.
69. S. Foltran, R. Mereau, T. Tassaing, Catal. Sci. Technol. 2014, 4, 1585-1597.
70. T. Yu, R. G. Weiss, Green Chem. 2012, 14, 209-216.
71. N. Aoyagi, Y. Furusho, T. Endo, J. Polym. Sci. Part A 2013, 51, 1230-1242.
72. W.-L. Wong, P.-H. Chan, Z.-Y. Zhou, K.-H. Lee, K.-C. Cheung, K.-Y. Wong, ChemSusChem 2008, 1, 67-70
73. W.-L. Wong, L. Y. S. Lee, K.-P. Ho, Z.-Y. Zhou, T. Fan, Z. Lin, K.-Y. Wong, Appl. Catal. A 2014, 472, 160-166.
74. D. Wei-Li, J. Bi, L. Sheng-Lian, L. Xu-Biao, T. Xin-Man, A. Chak-Tong, J. Mol. Catal. A 2013, 378, 326-332.
75. Y. Du, F. Cai, D.-L. Kong, L.-N. He, Green Chem. 2005, 7, 518-523.
76. Y. Du, J.-Q. Wang, J.-Y. Chen, F. Cai, J.-S. Tian, D.-L. Kong, L.-N. He, Tetrahedron Lett. 2006, 47, 1271-1275.
77. Y. Zhao, J.-S. Tian, X.-H. Qi, Z.-N. Han, Y.-Y. Zhuang, L.-N. He, J. Mol. Catal. A 2007, 271, 284-289.
78. J. Tharun, Y. Hwang, R. Roshan, S. Ahn, A. C. Kathalikkattil, D.-W. Park, Catal. Sci. Technol. 2012, 2, 1674-1680.
79. S. Udayakumar, S.-W. Park, D.-W. Park, B.-S. Choi, Catal. Commun. 2008, 9, 1563-1570.
80. A. Zhu, T. Jiang, B. Han, J. Zhang, Y. Xie, X. Ma, Green Chem. 2007, 9, 169-172.
81. H. Xie, H. Duan, S. Li, S. Zhang, New J. Chem. 2005, 29, 1199-1203.
82. K. Motokura, S. Itagaki, Y. Iwasawa, A. Miyaji, T. Baba, Green Chem. 2009, 11, 1876-1880.
83. X.-Y. Dou, J.-Q. Wang, Y. Du, E. Wang, L.-N. He, Synlett 2007, 3058-3062.
84. Z.-Z. Yang, Y.-N. Zhao, L.-N. He, J. Gao, Z.-S. Yin, Green Chem. 2012, 14, 519-527.
85. J. He, T. Wu, Z. Zhang, K. Ding, B. Han, Y. Xie, T. Jiang, Z. Liu, Chem. Eur. J. 2007, 13, 6992-6997.
86. B. Ochiai, T. Endo, J. Polym. Sci. Part A 2007, 45, 5673-5678.
87. X.-L. Meng, Y. Nie, J. Sun, W.-G. Cheng, J.-Q. Wang, H.-Y. He, S.-J. Zhang, Green Chem. 2014, 16, 2771-2778.
88. J. Sun, J. Ren, S. Zhang, W. Cheng, Tetrahedron Lett. 2009, 50, 423-426.
89. N. Aoyagi, Y. Furusho, T. Endo, Tetrahedron Lett. 2013, 54, 7031-7034.
90. D. Wei-Li, J. Bi, L. Sheng-Lian, L. Xu-Biao, T. Xin-Man, A. Chak-Tong, Appl. Catal. A 2014, 470, 183-188.
91. T. Werner, H. Büttner, ChemSusChem 2014, 7, 3268-3271.
92. P. K. Khatri, S. L. Jain, K. T. Lim, Tetrahedron Lett. 2013, 54, 6648-6650.
93. B. Chatelet, L. Joucla, J.-P. Dutasta, A. Martinez, K. C. Szeto, V. Dufaud, J. Am. Chem. Soc. 2013, 135, 5348-5351.
94. B. Chatelet, L. Joucla, J.-P. Dutasta, A. Martinez, V. Dufaud, Chem. Eur. J. 2014, 20, 8571-8574.
95. Y. Xiong, F. Bai, Z. Cui, N. Guo, R. Wang, J. Chem. 2013, 261378.
96. Y. P. Patil, P. J. Tambade, S. R. Jagtap, B. M. Bhanage, J. Mol. Catal. A 2008, 289, 14-21.
97. Y. Xiong, H. Wang, R. Wang, Y. Yan, B. Zheng, Y. Wang, Chem. Commun. 2010, 46, 3399-3401
98. Y. Xiong, Y. Wang, H. Wang, R. Wang, Polym. Chem. 2011, 2, 2306-2315.
99. Q.-W. Song, L.-N. He, J.-Q. Wang, H. Yasuda, T. Sakakura, Green Chem. 2013, 15, 110-115.
100. T. Takahashi, T. Watahiki, S. Kitazume, H. Yasuda, T. Sakakura, Chem. Commun. 2006, 1664-1666.
101. T. Sakai, Y. Tsutsumi, T. Ema, Green Chem. 2008, 10, 337-341.
102. J. Peng, Y. Deng, New J. Chem. 2001, 25, 639-641.
103. H. Kawanami, A. Sasaki, K. Matsui, Y. Ikushima, Chem. Commun. 2003, 896-897.
104. H. S. Kim, J. J. Kim, H. Kim, H. G. Jang, J. Catal. 2003, 220, 44-46
105. H. Sun, D. Zhang, J. Phys. Chem. A 2007, 111, 8036-8043.
106. F. Wu, X.-Y. Dou, L.-N. He, C.-X. Miao, Lett. Org. Chem. 2010, 7, 73-78.
107. J. Sun, L. Han, W. Cheng, J. Wang, X. Zhang, S. Zhang, ChemSusChem 2011, 4, 502-507
108. L. Xiao, D. Lv, W. Wu, Catal. Lett. 2011, 141, 1838-1844
109. L. Han, S.-J. Choi, M.-S. Park, S.-M. Lee, Y.-J. Kim, M.-I. Kim, B. Liu, D.-W. Park, React. Kinet. Mech. Catal. 2012, 106, 25-35
110. L.-F. Xiao, D.-W. Lv, D. Su, W. Wu, H.-F. Li, J. Cleaner Prod. 2014, 67, 285-290
111. J.-Q. Wang, W.-G. Cheng, J. Sun, T.-Y. Shi, X.-P. Zhang, S.-J. Zhang, RSC Adv. 2014, 4, 2360-2367.
112. L. Han, H.-J. Choi, S.-J. Choi, B. Liu, D.-W. Park, Green Chem. 2011, 13, 1023-1028.
113. M. H. Anthofer, M. E. Wilhelm, M. Cokoja, I. I. E. Markovits, A. Pöthig, J. Mink, W. A. Herrmann, F. E. Kühn, Catal. Sci. Technol. 2014, 4, 1749-1758.
114. A.-L. Girard, N. Simon, M. Zanatta, S. Marmitt, P. Goncalves, J. Dupont, Green Chem. 2014, 16, 2815-2825.
115. C. J. Whiteoak, A. Nova, F. Maseras, A. W. Kleij, ChemSusChem 2012, 5, 2032-2038
116. C. J. Whiteoak, A. H. Henseler, C. Ayats, A. W. Kleij, M. A. Pericas, Green Chem. 2014, 16, 1552-1559.
117. M. H. Anthofer, M. E. Wilhelm, M. Cokoja, M. Drees, W. A. Herrmann, F. E. Kühn, ChemCatChem 2015, 7, 94-98.
118. Y. Xie, Z. Zhang, T. Jiang, J. He, B. Han, T. Wu, K. Ding, Angew. Chem. Int. Ed. 2007, 46, 7255-7258
119. Angew. Chem. 2007, 119, 7393-7396.
120. H.-J. Choi, M. Selvaraj, D.-W. Park, Chem. Eng. Sci. 2013, 100, 242-248.
121. L. Han, H.-J. Choi, D.-K. Kim, S.-W. Park, B. Liu, D.-W. Park, J. Mol. Catal. A 2011, 338, 58-64.
122. J.-I. Yu, H.-J. Choi, M. Selvaraj, D.-W. Park, React. Kinet. Mech. Catal. 2011, 102, 353-365.
123. Z. Liu, Z.-Z. Yang, Y. Zhao, G. Ji, H. Zhang, B. Yu, X. Gao, Green Chem. 2015, 17, 831-836.
124. M. F. Rojas, F. L. Bernard, A. Aquino, J. Borges, F. D. Vecchia, S. Menezes, R. Ligabue, S. Einloft, J. Mol. Catal. A 2014, 392, 83-88.
125. D. Wei-Li, J. Bi, L. Sheng-Lian, L. Xu-Biao, T. Xin-Man, A. Chak-Tong, Catal. Today 2014, 233, 92-99.
126. M. M. Dharman, H.-J. Choi, D.-W. Kim, D.-W. Park, Catal. Today 2011, 164, 544-547.
127. Y. Xiong, Y. Wang, H. Wang, R. Wang, Z. Cui, J. Appl. Polym. Sci. 2012, 123, 1486-1493.
128. J. Sun, J. Wang, W. Cheng, J. Zhang, X. Li, S. Zhang, Y. She, Green Chem. 2012, 14, 654-660.
129. J. Sun, W. Cheng, W. Fan, Y. Wang, Z. Meng, S. Zhang, Catal. Today 2009, 148, 361-367
130. W.-L. Dai, L. Chen, S.-F. Yin, W.-H. Li, Y.-Y. Zhang, S.-L. Luo, C.-T. Au, Catal. Lett. 2010, 137, 74-80
131. R. A. Watile, K. M. Deshmukh, K. P. Dhake, B. M. Bhanage, Catal. Sci. Technol. 2012, 2, 1051-1055.
132. Y. Zhang, S. Yin, S. Luo, C. T. Au, Ind. Eng. Chem. Res. 2012, 51, 3951-3957
133. T.-Y. Shi, J.-Q. Wang, J. Sun, M.-H. Wang, W.-G. Cheng, S.-J. Zhang, RSC Adv. 2013, 3, 3726-3732.
134. G. Lai, J. Peng, J. Li, H. Qiu, J. Jiang, K. Jiang, Y. Shen, Tetrahedron Lett. 2006, 47, 6951-6953.
135. J.-Q. Wang, X.-D. Yue, F. Cai, L.-N. He, Catal. Commun. 2007, 8, 167-172.
136. L. Han, S.-W. Park, D.-W. Park, Energy Environ. Sci. 2009, 2, 1286-1292.
137. J. Wang, J. Leong, Y. Zhang, Green Chem. 2014, 16, 4515-4519.
138. S. Udayakumar, V. Raman, H.-L. Shim, D.-W. Park, Appl. Catal. A 2009, 368, 97-104.
139. J. N. Appaturi, F. Adam, Appl. Catal. B 2013, 136, 150-159.
140. C. Aprile, F. Giacalone, P. Agrigento, L. F. Liotta, J. A. Martens, P. P. Pescarmona, M. Gruttadauria, ChemSusChem 2011, 4, 1830-1837.
141. X. Zhang, D. Wang, N. Zhao, A. S. N. Al-Arifi, T. Aouak, Z. A. Al-Othman, W. Wei, Y. Sun, Catal. Commun. 2009, 11, 43-46.
142. P. Agrigento, S. M. Al-Amsyar, B. Soree, M. Taherimehr, M. Gruttadauria, C. Aprile, P. P. Pescarmona, Catal. Sci. Technol. 2014, 4, 1598-1607.
143. S. Udayakumar, M.-K. Lee, H.-L. Shim, S.-W. Park, D.-W. Park, Catal. Commun. 2009, 10, 659-664
144. F. Adam, J. N. Appaturi, E.-P. Ng, J. Mol. Catal. A 2014, 386, 42-48.
145. K. R. Roshan, G. Mathai, J. Kim, J. Tharun, G.-A. Park, D.-W. Park, Green Chem. 2012, 14, 2933-2940.
146. W. Cheng, X. Chen, J. Sun, J. Wang, S. Zhang, Catal. Today 2013, 200, 117-124.
147. J. Song, Z. Zhang, B. Han, S. Hu, W. Li, Y. Xie, Green Chem. 2008, 10, 1337-1341.
148. S. Liang, H. Liu, T. Jiang, J. Song, G. Yang, B. Han, Chem. Commun. 2011, 47, 2131-2133.
149. Z. Wu, H. Xie, X. Yu, E. Liu, ChemCatChem 2013, 5, 1328-1333.
150. K. R. Roshan, A. C. Kathalikkattil, J. Tharun, D. W. Kim, Y. S. Won, D. W. Park, Dalton Trans. 2014, 43, 2023-2031.
151. Z. Yang, J. Sun, W. Cheng, J. Wang, Q. Li, S. Zhang, Catal. Commun. 2014, 44, 6-9.
152. J. Song, B. Zhang, P. Zhang, J. Ma, J. Liu, H. Fan, T. Jiang, B. Han, Catal. Today 2012, 183, 130-135.
153. J.-W. Huang, M. Shi, J. Org. Chem. 2003, 68, 6705-6709.
154. J.-Q. Wang, J. Sun, W.-G. Cheng, K. Dong, X.-P. Zhang, S.-J. Zhang, Phys. Chem. Chem. Phys. 2012, 14, 11021-11026.
155. M. E. Wilhelm, M. H. Anthofer, M. Cokoja, I. I. E. Markovits, W. A. Herrmann, F. E. Kühn, ChemSusChem 2014, 7, 1357-1360.
156. A. M. Hardman-Baldwin, A. E. Mattson, ChemSusChem 2014, 7, 3275-3278.
157. Y.-M. Shen, W.-L. Duan, M. Shi, Adv. Synth. Catal. 2003, 345, 337-340.
158. Y.-M. Shen, W.-L. Duan, M. Shi, Eur. J. Org. Chem. 2004, 3080-3089.
159. J. Ma, J. Song, H. Liu, J. Liu, Z. Zhang, T. Jiang, H. Fan, B. Han, Green Chem. 2012, 14, 1743-1748.
160. L. Zhou, Y. Liu, Z. He, Y. Luo, F. Zhou, E. Yu, Z. Hou, W. Eli, J. Chem. Res. 2013, 102-104.
161. J. A. Kozak, J. Wu, X. Su, F. Simeon, T. A. Hatton, T. F. Jamison, J. Am. Chem. Soc. 2013, 135, 18497-18501.