Utilization of the hydroxyalkylation reaction to prepare bis(benzocrown ethers)

Tetrahedron Letters

Volumn 53, Issue 14, 2012, Pages 1701-1704

  Zielinski, Matthew E ^a   Tracy, Adam F ^a   Klumpp, Douglas A ^a  

^a NORTHERN ILLINOIS UNIVERSITY   (United States)

Author keywords

Condensation; Crown compounds; Electrophilic aromatic substitution; Heterocycles; Superacid

Indexed keywords

ALDEHYDE; CARBONYL DERIVATIVE; ETHER DERIVATIVE; KETONE DERIVATIVE; SULFURIC ACID; TRIFLUOROMETHANESULFONIC ACID;

ABSORPTION; ALKYLATION; ARTICLE; CATALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; NUCLEAR MAGNETIC RESONANCE;

EID: 84857785708     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2012.01.049     Document Type: Article

References (25)

1. C.J. Pederson J. Am. Chem. Soc. 89 1967 2495
2. C.J. Pederson J. Am. Chem. Soc. 89 1967 7017
3. M. Hiraoka Crown Ethers and Analogous Compounds 1992 Elsevier Amsterdam
4. M. Kralj, L. Tusek-Bozic, and L. Frkanec ChemMedChem 3 2008 1478
5. M.V. Rusalov, B.M. Uzhinov, M.V. Alfimov, and S.P. Gromov Russ. Chem. Rev. 79 2010 1099
6. S. Fery-Forgues, and F. Al-Ali J. Photochem. Photobiol. C Photochem. Rev. 5 2004 139
7. H. Sharghi, M. Jokar, M.M. Doroodmand, and R. Khalifeh Adv. Synth. Catal. 352 2010 3031
8. M.J. O'Connor, K.N. Boblak, A.D. Spitzer, P.A. Gucciardo, A.M. Baumann, J.W. Peter, C.Y. Chen, R. Peter, A.A. Mitton, and D.A. Klumpp Tetrahedron Lett. 51 2010 4984
9. S. Kotha, and E. Brahmachary Indian J. Chem., Sect. B: Org. Chem. 40B 2001 1
10. M. Barboiu, C.T. Supuran, C. Luca, G. Popescu, and C. Barboiu Liebigs Ann. 6 1996 959
11. H. Akkus, and A. Gul Org. Prep. Proced. Int. 27 1995 668
12. A. Warshawsky, and N. Kahana J. Am. Chem. Soc. 104 1982 2663
13. G.K.S. Prakash, C. Panja, A. Shakhmin, E. Shah, T. Mathew, and G.A. Olah J. Org. Chem. 74 2009 8659
14. M. Alvaro, H. Garcia, A. Sanjuan, and M. Espla Appl. Catal., A. 175 1998 105
15. K.Yu. Koltunov, S. Walspurger, and J. Sommer Catal. Lett. 98 2004 89
16. G.K.S. Prakash, F. Paknia, S. Chacko, T. Mathew, and G.A. Olah Heterocycles 76 2008 783
17. M.A. Sheets, A. Li, E.A. Bower, A.R. Weigel, M.P. Abbott, R.M. Gallo, A.A. Mitton, and D.A. Klumpp J. Org. Chem. 73 2009 2502
18. D.A. Klumpp, Y. Zhang, P.J. Kindelin, and S. Lau Tetrahedron 62 2006 5915
19. Y. Zhang, and D.A. Klumpp Tetrahedron Lett. 43 2002 6841
20. D.A. Klumpp, A. Jones, S. Lau, S. DeLeon, and M. Garza Synthesis 2000 1117
21. D.A. Klumpp, K.Y. Yeung, G.K.S. Prakash, and G.A. Olah J. Org. Chem. 63 1998 4481
22. M.T. Gozman-Gutierrez, D.R. Nieto, S. Fomine, S.L. Morales, M.G. Zolotukhin, M.C.G. Hernandez, H. Kricheldorf, and E.S. Wilks Macromolecules 44 2011 194 and references cited therein
23. J.E. Hofmann, and A. Schriesheim G.A. Olah, Friedel-Crafts and Related Reaction vol. 2 1964 Wiley New York, NY 597 640
24. J. March Advanced Organic Chemistry 4th ed. 1992 Wiley New York, NY p. 548-549
25. M.G. Zolotukhin, M.C.G. Hernandez, A.M. Lopez, L. Fomina, G. Cedillo, A. Nogales, T. Ezquerra, D. Rueda, H.M. Colquhoun, K.M. Fromm, A. Ruiz-Trevino, and M. Ree Macromolecules 39 2006 4696