The behaviour of mesoionic 5H,7H-thiazolo [3,4-c] oxazol-1-ones (α) towards imines (2) and (3) was studied. The cycloaddition reaction affords 7-thia-2,5-diazaspiro [3,4] octan-1-one (4-7) and lH,3H-imidazo [1,5-c] thiazole (8) derivatives. The possible mechanism involved in the formation of products as well as the unusual rearrangement showed by spirocyclic β-lactams (6,7) are discussed.
Cycloaddition reactions of 5H,7H-thiazolo[3,4-c]oxazolium-1-oxides with imines / P. Dalla Croce, R. Ferraccioli, C. La Rosa. - In: TETRAHEDRON. - ISSN 0040-4020. - 51:34(1995), pp. 9385-9392.
Cycloaddition reactions of 5H,7H-thiazolo[3,4-c]oxazolium-1-oxides with imines
P. Dalla CrocePrimo
;C. La RosaUltimo
1995
Abstract
The behaviour of mesoionic 5H,7H-thiazolo [3,4-c] oxazol-1-ones (α) towards imines (2) and (3) was studied. The cycloaddition reaction affords 7-thia-2,5-diazaspiro [3,4] octan-1-one (4-7) and lH,3H-imidazo [1,5-c] thiazole (8) derivatives. The possible mechanism involved in the formation of products as well as the unusual rearrangement showed by spirocyclic β-lactams (6,7) are discussed.File in questo prodotto:
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