Synthesis of chloroesters by the cleavage of cyclic and acyclic ethers using La(NO3)3·6H2O as a mild and efficient catalyst under solvent-free conditions

Synthetic Communications

Volumn 38, Issue 1, 2008, Pages 92-99

  Suresh, V ^a   Suryakiran, N ^a   Rajesh, K ^a   Selvam, J Jon Paul ^a   Srinivasulu, M ^a   Venkateswarlu, Y ^a  

^a INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

Acid chlorides; Chloroesters; Cyclic and acyclic ethers; Lanthanum(III) nitrate hexahydrate

Indexed keywords

ESTER DERIVATIVE; ETHER DERIVATIVE; LANTHANUM; NITRATE; NITRIC ACID DERIVATIVE; SOLVENT;

ARTICLE; CATALYSIS; CATALYST; SYNTHESIS;

EID: 37549009958     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397910701649403     Document Type: Article

References (26)

1. (a) Bhatt, M. V.; Kulkarni, S. U. Synthesis 1983, 249;
2. (b) Maercker, A. Angew. Chem. Int. Ed. Engl. 1987, 26, 972.
3. Greene, T. W.; Wuts, P. G. M. Protective Groups in Organic Synthesis, 3rd Edn.; Wiley: New York, 1999, p. 23.
4. Iqbal, J.; Srivastava, R. R. Tetrahedron 1991, 47, 3155.
5. (a) Amouroux, R.; Ejjiyar, S. Tetrahedron Lett. 1991, 32, 3059;
6. (b) Nystrom, J.; McCanna, T. D.; Helquist, P.; Amouroux, R. Synthesis 1988, 56;
7. (c) Guindon, Y.; Therien, M.; Girard, Y.; Yoakim, C. J. Org. Chem. 1987, 52, 1680;
8. (d) Guindon, Y.; Anderson, P. C. Tetrahedron Lett. 1987, 28, 2485.
9. Kwon, D. W.; Kim, Y. H. J. Org. Chem. 2002, 67, 9488.
10. Cloke, J. B.; Pilgrim, F. J. J. Am. Chem. Soc. 1939, 61, 2667.
11. Ganem, B.; Small, V. R., Jr. J. Org. Chem. 1974, 39, 3728.
12. Yadav, J. S.; Reddy, B. V. S.; Reddy, P. M. K.; Gupta, M. K. Tetrahedron Lett. 2005, 46, 8493.
13. Guo, Q.; Miyaji, T.; Gao, G.; Hara, R.; Takahashi, T. Chem. Commun. 2001, 1018.
14. Pri-Bar, I.; Stille, J. K. J. Org. Chem. 1982, 47, 1215.
15. (a) Oku, A.; Harada, T.; Kita, K. Tetrahedron Lett. 1982, 23, 681;
16. (b) Mimero, P.; Saluzzo, C.; Amourous, R. Tetrahedron Lett. 1994, 35, 1553.
17. Bhar, S.; Ranu, B. C. J. Org. Chem. 1995, 60, 745.
18. Suzuki, Y.; Matsushima, M.; Kodomari, M. Chem. Lett. 1998, 319.
19. Srikanth Reddy, T.; Ravinder, K.; Suryakiran, N.; Narasimhulu, M.; Chinni Mahesh, K.; Venkateswarlu, Y. Tetrahedron Lett. 2006, 47, 2341.
20. Malla Reddy, S.; Venkat Reddy, Y.; Venkateswarlu, Y. Tetrahedron Lett. 2005, 46, 7439.
21. Narasimhulu, M.; Mahesh, K. C.; Srikanth Reddy, T.; Rajesh, K.; Venkateswarlu, Y. Tetrahedron Lett. 2006, 47, 4381.
22. Srikanth Reddy, T.; Narasimhulu, M.; Suryakiran, N.; Mahesh, K. C.; Venkateswarlu, Y. Tetrahedron Lett. 2006, 47, 6825.
23. Narasimhulu, M.; Mahesh, K. C.; Srikanth Reddy, T.; Rajesh, K.; Venkateswarlu, Y. J. Mol. Cat. A: Chem. 2006, 264, 288.
24. Suryakiran, N.; Rajesh, K.; Prabhakar, P.; Selvam, J. J. P.; Venkateswarlu, Y. Catal. Commun. 2007, 8, 1635.
25. Suryakiran, N.; Prabhakar, P.; Srikanth Reddy, T.; Rajesh, K.; Venkateswarlu, Y. Tetrahedron Lett. 2006, 47, 8039.
26. Mahesh, K. C.; Narasimhulu, M.; Srikanth Reddy, T.; Suryakiran, N.; Venkateswarlu, Y. Tetrahedron Lett. 2007, 48, 55.