Synthesis of trifluoromethylated dihydro-1,4-oxathhn-3-carboxanilides through polymer-bound activated ester

Heterocycles

Volumn 48, Issue 11, 1998, Pages 2253-2261

  Hahn, Hoh Gyu ^a   Chang, Kee Hyuk ^a   Nam, Kee Dal ^a   Bae, Su Yeoul ^b   Mah, Heduck ^b  

^a Korea Institute of Science and Technology   (South Korea)

^b Kyonggi University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000077631     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/COM-98-8290     Document Type: Article

References (12)

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2. S. R. Wilson and A. W. Czarnik, 'Combinatorial Chemistry: Synthesis and Application," John Wiley & Sons, Inc., New York, 1997.
3. J. J. Parlow and J. E . Normansell, Molecular Diversity, 1995, 1, 266.
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5. b. B. J. Cohen, H. Karoly-Hafeli, and A. Patchornik, J. Org. Chem., 1984, 49, 922.
6. c. J. Rebek, Jr. and J. E. Trend, J. Am. Chem. Soc., 1979, 101, 737.
7. M. H. Hubert, E. B. Towne, and J. B. Dickey, J. Am. Chem. Soc., 1950, 72, 3289.
8. Chlorination by sulfuryl chloride gave α-chloridè (4) in low yield (10%).
9. B. V. Schmeling, M. Kulka, D. S. Thiara, and W. A. Harrison, U. S. Patent 3, 249, 499, 1968 (Chem. Abstr., 1966, 65, 7190g).
10. In case that the reaction was incomplete, the melting points were measured after purification by flash chromatography.
11. Elemental analysis data of the resin (14): C, 73.08, H, 5.40, N, 3.28.
12. -1 for ester carbonyl. The conversion ratio (74%) of the reaction was calculated by the elemental analysis data of the polymer-bound activated ester (16): C, 62.09, H, 4.26, N, 2.22, S, 4.24.