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

Abstract

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