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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 14, 1984 - Issue 2
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Original Articles

A Convenient Synthesis of Substituted Benzofuro[3,3a-d]-Isoxazole-3,4-Dicarboxylates and the Reaction Mechanism

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Pages 139-145 | Published online: 05 Dec 2006

References

  • 1983 . Synthetic Reactions of Isoxazoline 2-Oxides III . Presented in part at the 9th International Congress of Heterocyclic Chemistry . August 1983 , Tokyo. Abstrcts p. 401. Part II: Ref. 2.
  • Zen , S. , Takahashi , K. , Kaji , E. , Nakamura , H. and Iitaka , Y. 1983 . Chem. Pharm. Bull. , 31 : 1814 where the nomenclature of 1 represented as isoxazoline 1-oxide should be corrected as isoxazoline 2-oxide
  • The compounds 1a and 1c were prepared by the method of Ref. 4. la: mp. 156–157.5°C (acetone-hexane), MS (m/z): 297 (M+); 1c: mp. 151–152°C (methanol), MS (m/z): 357 and 359 (M+)
  • Kaji , E. and Zen , S. 1980 . Chem. Pharm. Bull. , 28 : 479
  • The hydroxy derivatives (4) were acetylated and/or p-nitrobenzoylated to give the corresponding 0-acylated derivatives (5)
  • Kaji , E. and Zen , S. 1979 . Heterocycles , 13 : 187
  • Butler , A. R. 1981 . “Organic Reaction Mechanism 1979” , Edited by: Knipe , A. C. and Watts , W. E. 275 New York : John Wiley and Sons, Ltd. . H. Suzuki, Yuki Gosei Kagaku Kyokai Shi, 37, 290 (1979)
  • Takahashi , K. , Kaji , E. and Zen , S. 4-(m-Chlorophenyl)- and 4-(m-fluorophenyl)-3,5-bis-(methoxycarbonyl)isoxazoline 2-oxides afforded 5- substituted-3H-indole 1-oxide derivatives 4 (R=X1=H, X2 =Cl or F) in 69 and 76% yield respectively to be published.
  • All new compounds gave consistent spectral data and correct elemental analyses.

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