Synthesis of tri- and tetrasubstituted furans catalyzed by trifluoroacetic acid

Organic Letters

Volumn 2, Issue 23, 2000, Pages 3535-3537

  Stauffer, Frédéric ^a   Neier, Reinhard ^a  

^a UNIVERSITY OF NEUCHÂTEL   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000447141     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0063205     Document Type: Article

References (12)

1. Friedrichsen, W. In Furans and their Benzo Derivatives; Katritzky, A. R., Rees, C. W., Scriven, E. F. V., Eds.; Comprehensive heterocyclic chemistry II; Pergamon: Elsevier Science Ltd.: Oxford, 1996; Vol. 2, p 352.
2. Friedrichsen, W. In Furans and their Benzo Derivatives; Katritzky, A. R., Rees, C. W., Scriven, E. F. V., Eds., Comprehensive heterocyclic chemistry II; Pergamon: Elsevier Science Ltd.: Oxford, 1996; Vol. 2, p 359
3. Bambury, R. E.; Yaktin, H. K.; Wyckoff, K. K. J. Heteracycl. Chem. 1968, 5, 95-100.
4. Bodor, N.; Dewar, M. J. S.; Harget, A. J. J. Am. Chem. Soc. 1970, 92, 2929-2936.
5. For example, see: (a) Abdelrazek, F. M. J. Prakt. Chem. 1990, 332, 479-483.
6. (b) Blount, J. F. J. Org. Chem. 1978, 43, 3821-3824.
7. (c) Simkin, B. Y. et al. J. Org. Chem. USSR 1977, 13, 1581-1593.
8. (d) Hartke. K.; Matusch, R. Chem. Ber. 1972, 105, 2584-2593.
9. Hou, X. L.; et al. Tetrahedron 1998, 54, 1955-2020.
10. The alkylation with the less reactive chloroacetone needed 2 days at rt.
11. Mixture of diastereoisomers (3:2).
12. An additional 2 h reflux was necessary using BnBr.