Reaction of Epoxides. V. 1, 3-Dipolar Cycloaddition Reaction of Epoxides with Carbon-Nitrogen Double Bond Compounds
The reaction of epoxides with several conjugated C-N double bond compounds was attempted. Aromatic aldazines were found to undergo criss-cross cycloaddition toward epoxides. On the other hand, aromatic ketazines gave the oxazolidines formed by the cycloaddition of one molecule of epoxides to one of...
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| Published in | Chemical & pharmaceutical bulletin Vol. 22; no. 7; pp. 1468 - 1476 |
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| Main Authors | , , , |
| Format | Journal Article |
| Language | English |
| Published |
Tokyo
The Pharmaceutical Society of Japan
1974
Japan Science and Technology Agency |
| Online Access | Get full text |
| ISSN | 0009-2363 1347-5223 |
| DOI | 10.1248/cpb.22.1468 |
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| Abstract | The reaction of epoxides with several conjugated C-N double bond compounds was attempted. Aromatic aldazines were found to undergo criss-cross cycloaddition toward epoxides. On the other hand, aromatic ketazines gave the oxazolidines formed by the cycloaddition of one molecule of epoxides to one of the C-N double bond of the ketazines. Moreover, in the reaction with N, N'-bis-benzylidene-p-phenylenediamine and N, N'-p-phenylene-bis-methylidenaniline, cycloaddition of two molecules of epoxides to two C-N double bonds of these compounds occurred to give the corresponding p-phenylenebis-oxazolidines. |
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| AbstractList | The reaction of epoxides with several conjugated C-N double bond compounds was attempted. Aromatic aldazines were found to undergo criss-cross cycloaddition toward epoxides. On the other hand, aromatic ketazines gave the oxazolidines formed by the cycloaddition of one molecule of epoxides to one of the C-N double bond of the ketazines. Moreover, in the reaction with N, N'-bis-benzylidene-p-phenylenediamine and N, N'-p-phenylene-bis-methylidenaniline, cycloaddition of two molecules of epoxides to two C-N double bonds of these compounds occurred to give the corresponding p-phenylenebis-oxazolidines. |
| Author | KOJIMA, YOKO FURUKAWA, MITSURU SUGITA, MAKOTO HAYASHI, SEIGORO |
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| Title | Reaction of Epoxides. V. 1, 3-Dipolar Cycloaddition Reaction of Epoxides with Carbon-Nitrogen Double Bond Compounds |
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