Publication: New Studies on [2 + 3] Cycloadditions of Thermally Generated N-Isopropyl- and N-(4-Methoxyphenyl)-Substituted Azomethine Ylides
New Studies on [2 + 3] Cycloadditions of Thermally Generated N-Isopropyl- and N-(4-Methoxyphenyl)-Substituted Azomethine Ylides
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Urbaniak, K., Szymański, R., Romański, J., Mlostoń, G., Domagala, M., Linden, A., & Heimgartner, H. (2004). New Studies on [2 + 3] Cycloadditions of Thermally Generated N-Isopropyl- and N-(4-Methoxyphenyl)-Substituted Azomethine Ylides. Helvetica Chimica Acta, 87, 496–510. https://doi.org/10.1002/hlca.200490047
Abstract
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Abstract
The thermal reaction of 1-substituted 2,3-diphenylaziridines 2 with thiobenzophenone (6a) and 9H-fluorene-9-thione (6b) led to the corresponding 1,3-thiazolidines (Scheme 2). Whereas the cis-disubstituted aziridines and 6a yielded only trans-2,4,5,5-tetraphenyl-1,3-thiazolidines of type 7, the analogous reaction with 6b gave a mixture of trans- and cis-2,4-diphenyl-1,3-thiazolidines 7 and 8. During chromatography on SiO2 , the trans-configured spiro[9H-fluorene-9,5'-[1,3]thiazolidines] 7c and 7d isomerized to the cis-isomers. The subs
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- Urbaniak, Katarzyna
- Szymański, Radoslaw
- Romański, Jaroslaw
- Mlostoń, Grzegorz
- Domagala, Malgorzata
- Heimgartner, Heinz
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Urbaniak, K., Szymański, R., Romański, J., Mlostoń, G., Domagala, M., Linden, A., & Heimgartner, H. (2004). New Studies on [2 + 3] Cycloadditions of Thermally Generated N-Isopropyl- and N-(4-Methoxyphenyl)-Substituted Azomethine Ylides. Helvetica Chimica Acta, 87, 496–510. https://doi.org/10.1002/hlca.200490047
