Substitution reactions of 6I-O-p-tolylsulfonylcyclomaltoheptaose with alkyl- and arylamines in 1-methyl-2-pyrrolidinone and various pyrrolidinones were investigated. An unexpected reaction of the tosyl group with pyrrolidinones was observed resulting in products deriving from nucleophilic attack by the lactam carbonyl oxygen and further opening of the heterocyclic ring. The new compounds have been fully characterized by ESIMS and NMR analyses.

Unexpected reaction of b-cyclodextrin tosylate with pyrrolidinones

UCCELLO BARRETTA, GLORIA;BALZANO, FEDERICA;SALVADORI, PIERO
2006

Abstract

Substitution reactions of 6I-O-p-tolylsulfonylcyclomaltoheptaose with alkyl- and arylamines in 1-methyl-2-pyrrolidinone and various pyrrolidinones were investigated. An unexpected reaction of the tosyl group with pyrrolidinones was observed resulting in products deriving from nucleophilic attack by the lactam carbonyl oxygen and further opening of the heterocyclic ring. The new compounds have been fully characterized by ESIMS and NMR analyses.
Cuzzola, A.; Panelli, L.; Raffaelli, A.; UCCELLO BARRETTA, Gloria; Balzano, Federica; Salvadori, Piero
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11568/201869
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