✍ Scribed by T. E. GUNDA; G. N. SZOEKE
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Reactions of Cephalosporin Sulfones. Part 2. Rearrangement of 2α-Bromocephem Sulfones to Pyrroles.
-Two different "rearrangements" of the known bromocephem (I) are observed on standing in different solvents. The mechanistical explanations base on the inverse polarity of the C 2 -Br bond (δ + at Br). Compound (II) results from an intermolecular electrophilic bromination process while an unusual Ramberg-Baecklund-type rearrangement, initiated by expulsion of Br + , followed by bromination and ring opening is proposed to explain the formation of pyrrole (III). -(GUNDA,
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