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Synthesis of tricyclic isoindoles and thiazolo[3,2-c][1,3]benzoxazines
Pinho e Melo, Teresa M. V. D.; Santos, Catarina I. A.; Rocha Gonsalves, António M. dA.; Paixão, José A.; Beja, Ana M.The thermolysis of (3R,9bS)-5-oxo-2,3,5,9b-tetrahydrothiazolo[2,3-a]isoindole-3-carboxylic acids in Ac2O led to novel 3-methylene-2,5-dioxo-3H,9bH-oxazolo[2,3-a]isoindoles and chiral (9bS)-5-oxo-2,3,5,9b-tetrahydrothiazolo[2,3-a]isoindoles were obtained on FVP. Starting from -cysteine methyl ester (3R,10bR)-5-oxo-2,3-dihydro-10bH-[1.3]thiazolo[3,2-c][1,3]benzoxazines were obtained as single stereoisomers. The t...
Reactivity of 2-halo-2H-azirines. Part 3: Dehalogenation of 2-halo-2H-azirine-2...
Pinho e Melo, Teresa M. V. D.; Cardoso, Ana L.; Rocha Gonsalves, António M. dA.The dehalogenation of 2-halo-3-phenyl-2H-azirine-2-carboxylates is described. Using sodium borohydride and tributyltin hydride 3-phenyl-2H-azirine-2-carboxylates were obtained in moderate yields. The synthesis of a new 2-bromo-2H-azirines with a chiral auxiliary, 10-phenylsulfonylisobornyl 2-bromo-3-phenyl-2H-azirine-2-carboxylate, is reported. Its dehalogenation led to 10-phenylsulfonylisobornyl 2H-azirine-2-c...
Synthesis of 2-halo-2H-azirines
Pinho e Melo, Teresa M. V. D.; Lopes, Cláudia S. J.; Cardoso, Ana L.; Rocha Gonsalves, António M. d'A.[alpha]-Oxophosphonium ylides react with N-chlorosuccinimide, N-bromosuccinimide and N-iodosuccinimide in the presence of azidotrimethylsilane giving the corresponding haloazidoalkenes which were completely converted to the 2-halo-2H-azirines on heating in heptane. ; http://www.sciencedirect.com/science/article/B6THR-43J0SY1-D/1/db29a4ddcbdab643bfdc11154aaf101f
Synthesis and reactivity of 2-halo-2H-azirines towards nucleophiles
Pinho e Melo, Teresa M. V. D.; Lopes, Cláudia S. J.; Gonsalves, António M. d'A. RochaNucleophilic substitution reactions of 2-halo-2H-azirine with potassium phthalimide and aniline allowed the preparation of new substituted 2H-azirines. The reactions of 2-bromo-3-phenyl-2H-azirine-2-carboxylate with methylamine led to the synthesis of [alpha]-diimines and from the reaction with water, a 3-oxazoline was obtained. ; http://www.sciencedirect.com/science/article/B6THS-4152YMR-K/1/e94005b66b66b68...
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