Title: Synthesis of novel aryl(heteroaryl)sulfonyl ureas of possible biological interest
Authors: Saczewski, Franciszek ×
Kuchnio Anna, Anna
Samsel, Monika
Łobocka, Marta
Kiedrowska, Agnieszka
Lisewska, Karolina
Saczewski, Jarosław
Gdaniec, Maria
Bednarski, Patrick J #
Issue Date: 26-Feb-2010
Series Title: Molecules vol:15 issue:3 pages:1113-1126
Article number: 10.3390/molecules15031113
Abstract: The course of reaction of aryl and heteroaryl sulfonamides with diphenylcarbonate (DPC) and 4-dimethylaminopyridine (DMAP) was found to depend on the pKa of the sulfonamide used. Aryl sulfonamides with pKa approximately 10 gave 4-dimethylamino-pyridinium arylsulfonyl-carbamoylides, while the more acidic heteroaryl sulfonamides (pKa approximately 8) furnished 4-dimethylaminopyridinium heteroarylsulfonyl carbamates. Both the carbamoylides and carbamate salts reacted with aliphatic and aromatic amines with the formation of appropriate aryl(heteroaryl)sulfonyl ureas, and therefore, can be regarded as safe and stable substitutes of the hazardous and difficult to handle aryl(heteroaryl)sulfonyl isocyanates.
ISSN: 1420-3049
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Non-KU Leuven Association publications
× corresponding author
# (joint) last author

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