Rearrangement of 3-aminoisoxazolo[4,5-c]coumarins into 2-aminooxazolo[4,5-c]coumarins mediated by carboxylic acid anhydrides
作者： Vyacheslav Ya. Sosnovskikh , Vladimir S. Moshkin , Mikhail I. Kodess
DOI: 10.1016/J.MENCOM.2010.06.009
关键词: Organic chemistry 、 Carboxylic acid 、 Chemistry
摘要: Abstract Reactions of 3-amino-4 H -chromeno[3,4- d ]isoxazol-4-ones with acetic and trifluoroacetic anhydrides gave the corresponding acetyl derivatives, which were rearranged into 2-amino-4 ][1,3]oxazol-4-ones by heating in DMSO solution.
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sci-hub.se 参考文章(22)
Kálmán Harsányi, Interconversion of 3-Acylaminobenzisoxazoles and 3-(2-Hydroxyphenyl)-1,2,4-oxadiazoles Journal of Heterocyclic Chemistry. ,vol. 10, pp. 957- 961 ,(1973) , 10.1002/JHET.5570100613
Nicolò Vivona, Silvestre Buscemi, Vincenzo Frenna, Heterocyclic Rearrangements — The Rearrangement of 3-Aroylaminoisoxazoles into 2-Aroylaminooxazoles Heterocycles. ,vol. 32, pp. 1765- 1772 ,(1991) , 10.3987/COM-91-5784
Barbara Cosimelli, Susanna Guernelli, Domenico Spinelli, Silvestre Buscemi, Vincenzo Frenna, Gabriella Macaluso, On the synthesis and reactivity of the Z-2,4-dinitrophenylhydrazone of 5-amino-3-benzoyl-1,2,4-oxadiazole. Journal of Organic Chemistry. ,vol. 66, pp. 6124- 6129 ,(2001) , 10.1021/JO0157270
Andrea Pace, Paola Pierro, Silvestre Buscemi, Nicolò Vivona, Giampaolo Barone, Experimental and DFT studies on competitive heterocyclic rearrangements. 3. A cascade isoxazole-1,2,4-oxadiazole-oxazole rearrangement. Journal of Organic Chemistry. ,vol. 74, pp. 351- 358 ,(2009) , 10.1021/JO802081K
Stefano Chimichi, Marco Boccalini, Alessandra Matteucci, Unambiguous structure elucidation of the reaction products of 3-acyl-4-methoxy-1-methylquinolinones with hydroxylamine via NMR spectroscopy Tetrahedron. ,vol. 63, pp. 11656- 11660 ,(2007) , 10.1016/J.TET.2007.08.108
Chandrakanta Ghosh, Dilip K. SinhaRoy, Kanchan K. Mukhopadhyay, Heterocyclic systems. Part 6. Reactions of 4-oxo-4H-[1]benzopyran-3-carbonitriles with hydrazine, phenylhydrazine, hydroxylamine, and some reactive methylene compounds Journal of The Chemical Society-perkin Transactions 1. ,vol. 10, pp. 1964- 1968 ,(1979) , 10.1039/P19790001964
Waltraud Steinschifter, Werner Fiala, Wolfgang Stadlbauer, Synthesis of oxazolo[4,5‐c]quinolones by thermolytic degradation of 4‐azido‐2(1H)‐quinolones Journal of Heterocyclic Chemistry. ,vol. 31, pp. 1647- 1652 ,(1994) , 10.1002/JHET.5570310662
Malleshwar Darbarwar, V. Sundaramurthy, Synthesis of Coumarins with 3:4-Fused Ring Systems and their Physiological Activity Synthesis. ,vol. 1982, pp. 337- 388 ,(1982) , 10.1055/S-1982-29806
Charles Stammer, Notes- The Reaction of Two Oxazolo (4', 5'-3,4)coumarins with Alkali Journal of Organic Chemistry. ,vol. 25, pp. 460- 461 ,(1960) , 10.1021/JO01073A609