Microwave-assisted synthesis of benzoxazole-7-carboxylate esters using trifluoroacetic acid and acetic acid

Synlett

Volumn , Issue 16, 2006, Pages 2658-2660

  Huxley, Anthony ^a  

^a GLAXOSMITHKLINE   (United Kingdom)

Author keywords

Acylations; Benzoxazoles; Cyclisations; Heterocycles; Microwave assisted synthesis; Trifluoroacetic acid

Indexed keywords

ACETIC ACID; BENZOXAZOLE 7 CARBOXYLATE DERIVATIVE; CARBOXYLIC ACID DERIVATIVE; TRIFLUOROACETIC ACID; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CYCLIZATION; MICROWAVE IRRADIATION; SYNTHESIS;

EID: 33750091964     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2006-951489     Document Type: Article

References (10)

1. Goldstein, S. W.; Dambeck, P. J. J. Heterocycl. Chem. 1990, 27, 335.
2. Kosoka, T.; Wakabuyashi, T. Heterocycles 1995, 41, 477.
3. Meyer, V. J. Prakt. Chem. 1915, 92, 265.
4. Razavi, H.; Palaninathan, S. K.; Powers, E. T.; Wiseman, R. L.; Purkey, H. E.; Mohamedmohaideen, N. N.; Deechongkit, S.; Chiang, K. P.; Dendle, M. T. A.; Sacchettini, J. C.; Kelly, J. W. Angew. Chem. Int. Ed. 2003, 42, 2758.
5. 4) and evaporated to give the desired mono-N-acylated product 3b-g.
6. +].
7. Pottorf, R. S.; Chadha, N. K.; Katkevics, M.; Ozola, V.; Suna, E.; Ghane, H.; Regberg, T.; Player, M. R. Tetrahedron Lett. 2003, 44, 175.
8. (8) Attempted cyclisation using one-pot conditions described by Pottorf did not give any desired product when applied to the synthesis 7-carboxy benzoxazole system.
9. 4) and evaporated to give the desired material as a white solid.
10. 1H NMR and MS (ES) data were consistent with those previously described.