Reactions of cephalosporin sulphones 1. Rearrangement of the β-lactam ring to a triazole derivative

Gunda, T. E.; Tamás, László; Sályi, Szabolcs

doi:10.1016/s0040-4039(98)00358-x

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ChemInform Abstract: Reactions of Cephalosporin Sulfones. Part 1. Rearrangement of the β‐Lactam Ring to a Triazole Derivative.

Gunda¹,

Tamás²,

Sályi³

1998

ChemInform

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Reactions of Cephalosporin Sulfones. Part 1. Rearrangement of the β-Lactam Ring to a Triazole Derivative.-Attempted one-pot conversion of the 7β-Boc-aminocephalosporin sulfone (Ia) to the corresponding 7α-methoxy derivative by in situ deprotection, diazotation and reaction with methanol results in isolation of a rearranged sulfur-free product. The 4bromophenacyl ester (Ib) gives under similar conditions the same product, which is confirmed to be the triazole (III) by X-ray diffraction. -(GUNDA, T. E.; TAMAS, L.; SALYI, S.; Tetrahedron

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