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 Croce
Primo
;
C. La Rosa
Ultimo
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.
Settore CHIM/06 - Chimica Organica
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/192118
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