One approach to cyclic carbonates via a three-component cyclization of phenacyl bromide, CO2, and aldehyde

Journal of Organic Chemistry

Volumn 76, Issue 8, 2011, Pages 2459-2464

  Yan, Peng ^a   Tan, Xueqin ^a   Jing, Huanwang ^a   Duan, Shuhui ^a   Wang, Xiaoxuan ^a   Liu, Zhongli ^a  

^a LANZHOU UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLIC CARBONATES; CYCLIZATION REACTIONS; GOOD YIELD; LITHIUM DIISOPROPYLAMIDE; PHENACYL BROMIDE; THREE-COMPONENT;

ALDEHYDES; BROMINE COMPOUNDS; CARBONATES; LITHIUM; ORGANIC COMPOUNDS;

CYCLIZATION;

ALDEHYDE; BROMINE DERIVATIVE; CARBON DIOXIDE; CARBONIC ACID DERIVATIVE; LITHIUM DERIVATIVE; LITHIUM DIISOPROPYLAMIDE; PHENACYL BROMIDE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CYCLIZATION; HIGH TEMPERATURE; ONE POT SYNTHESIS; REACTION TIME; THREE COMPONENT CYCLIZATION;

EID: 79953893819     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo1020294     Document Type: Article

References (28)

1. Darensbourg, D. J.; Holtcamp, M. W. Coord. Chem. Rev. 1996, 153-155
2. Yoshida, M.; Ihara, M. Chem. Eur. J. 2004, 10, 2886-2893
3. Eghbali, N.; Li, C.-J. Green Chem. 2007, 9, 213-215
4. Schffner, B.; Schffner, F.; Verevkin, S. P.; Brner, A. Chem. Rev. 2010, 110, 4554-4581
5. North, M.; Pasquale, R.; Young, C. Green Chem. 2010, 12, 1514-1539
6. Greene, T. W.; Wuts, P. G. M. Protective Groups in Organic Synthesis; Wiley-VCH: Weinheim, Germany, 1999; p 241.
7. Willis, M. C.; Cutting, G. A.; John, M. P. Synlett 2004, 1195-1198
8. Davidson, J. E. P.; Anderson, E. A.; Buhr, W.; Harrison, J. R.; O,Sullivan, P. T.; Collins, I.; Green, R. H.; Holmes, A. B. Chem. Commun. 2000, 629-630
9. Mizobuchi, S.; Mochizuki, J.; Soga, H.; Tanba, H.; Inoue, H. J. Antibiot. 1986, 39, 1776-1778
10. Chatterjee, S.; Reddy, G. C. S.; Franco, C. M. M.; Rupp, R. H.; Ganguli, B. N.; Fehlhaber, H. W.; Hans, W.; Kogler, H. J. Antibiot. 1987, 40, 1368-1374
11. Patel, M.; Conover, M.; Horan, A.; Loebenberg, D.; Marquez, J.; Mierzwa, R.; Puar, M. S.; Yarborough, R.; Waitz, J. A. J. Antibiot. 1988, 41, 794-797
12. Shaikh, A.-A. G.; Sivaram, S. Chem. Rev. 1996, 96, 951-976
13. Sakakura, T.; Kohno, K. Chem. Commun. 2009, 1312-1330
14. Salvatore, R. N.; Shin, S. I.; Nagle, A. S.; Jung, K. W. J. Org. Chem. 2001, 66, 1035-1037
15. North, M.; Pasquale, R. Angew. Chem., Int. Ed. 2009, 48, 2946-2948
16. Yan, P.; Jing, H. W. Adv. Synth. Catal. 2009, 351, 1325-1332
17. Jin, L.; Huang, Y.; Jing, H.; Chang, T.; Yan, P. Tetrahedron: Asymmetry 2008, 19, 1947-1953
18. Sun, J. M.; Fujita, S. I.; Arai, M. J. Organomet. Chem. 2005, 690, 3490-3497
19. Wang, J. L.; Wang, J. Q.; He, L. N.; Dou, X. Y.; Wu, F. Green Chem. 2008, 10, 1218-1223
20. Bai, D. S.; Jing, H. W. Green Chem. 2010, 12, 39-41
21. Melendez, J.; North, M.; Villuendas, P. Chem. Commun. 2009, 2577-2579
22. Tanaka, K.; Shiraishi, R. Green Chem. 2001, 3, 135-136
23. Akiyama, T.; Suzuki, T.; Mori, K. Org. Lett. 2009, 11, 2445-2447
24. Ghosh, A. K.; Kim, J.-H. Org. Lett. 2004, 6, 2725-2728
25. Lu, X.-B.; Liang, B.; Zhang, Y.-J.; Tian, Y.-Z.; Wang, Y.-M.; Bai, C.-X.; Wang, H.; Zhang, R. J. Am. Chem. Soc. 2004, 126, 3732-3734
26. Berkessel, A.; Brandenburg, M. Org. Lett. 2006, 8, 4401-4404
27. Chang, T.; Jing, H.; Jin, L.; Qiu, W. J. Mol. Catal. A: Chem. 2007, 264, 241-247
28. Caló, V.; Nacci, A.; Monopoli, A.; Fanizzi, A. Org. Lett. 2002, 4, 2561-2563