Tetrahedron

Regioselective synthesis of N-functionalized 12-membered azapyridinomacrocycles bearing trialkylcarboxylic acid side chains

…, F Segat-Dioury, I Sylvestre, A Favre-Réguillon, J Foos…

Index: Siaugue, Jean-Michel; Segat-Dioury, Fabienne; Sylvestre, Isabelle; Favre-Reguillon, Alain; Foos, Jacques; Madic, Charles; Guy, Alain Tetrahedron, 2001 , vol. 57, # 22 p. 4713 - 4718

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Citation Number: 25

Abstract

Selective protection of primary amine moieties of diethylenetriamine by 2-nitrophenylsulfonyl chloride followed by alkylation of the central N atom generates functionalized disulfonamide building blocks. When reacted with 2, 6-bis (bromomethyl) pyridine following the Richman– Atkins methodology, such compounds yield the corresponding pyridine-containing azamacrocycles. Smooth removal of the N-sulfonyl groups provides versatile ...