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Nitrogen-Bridged Heterocycles via Cycloaddition of Non-Classical Heterocyclicfu...
Soares, Maria I. L.; Gomes, Clara S. B.; Melo, Teresa M. V. D. Pinho eThe [4π+2π] cycloaddition of non-classical heterocyclic-fused-[c]thiazoles was explored allowing the synthesis of a range of new nitrogen-bridged bi-, tri- and tetracyclic heterocyclic compounds namely, pyrazolo[1,5-a]pyridines, thiazolo[2,3,4-cd]pyrrolizines and indolizines. For the first time, one non-classical pyrrolo[1,2-c]thiazole was isolated and its structure determined by X-ray crystallography.
2H-Azirines as dipolarophiles
Melo, Teresa M. V. D. Pinho e; Cardoso, Ana L.; Gomes, Clara S. B.; Gonsalves, António M. D'A. Rocha2H-Azirine-3-carboxylates unsubstituted at C-2 act as dipolarophiles in the reaction with diazomethane giving new 4,5-dihydro-3H-pyrazole derivatives. The synthesis of a pyrimidine was also achieved via 1,3-dipolar cycloaddition of methyl 2-bromo-3-phenyl-2H-azirine-2-carboxylate with an azomethine ylide. ; http://www.sciencedirect.com/science/article/B6THS-493P1M1-17/1/5df1370edad7138f3cae89fadd9b5c4d
Cycloaddition reactions of 3-aryl-5-phenyl-5H,7H-thiazolo[3,4-c]oxazol-4-ium-1-...
Melo, Teresa M. V. D. Pinho e; Gomes, Clara S. B.; Gonsalves, António M. d'A. Rocha; Paixão, José A.; Beja, Ana M.; Silva, Manuela RamosIntermolecular 1,3-dipolar cycloaddition of (5R)- and (5S)-3,5-diphenyl-5H,7H-thiazolo[3,4-c]oxazol-4-ium-1-olates, (5R)- and (5S)-3-(p-methoxyphenyl)-5-phenyl-5H,7H-thiazolo-[3,4-c]oxazol-4-ium-1-olates with a range of dipolarophiles is described. New chiral 5-aryl-3-phenyl-1H,3H-pyrrolo[1,2-c]thiazoles with R and S configuration were obtained. The structure of methyl (3R)-3-phenyl-5-(p-methoxyphenyl)-1H,3H-py...
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