2-aminoalkanesulfonic acids were synthesized by a three-component alkene-SO3.DMF-acetonitrile reaction, followed by acetamido hydrolysis. Trifluoromethanesulfonic acid was added to the amino-sulfonation mixture to accelerate the reaction and prevent the competitive formation of by-products. The reported two step procedure provided a concise and versatile approach to new analogues of the natural amino acid taurine.

Amino sulfonation of alkenes in a three-component reaction

Machetti Fabrizio;
2002

Abstract

2-aminoalkanesulfonic acids were synthesized by a three-component alkene-SO3.DMF-acetonitrile reaction, followed by acetamido hydrolysis. Trifluoromethanesulfonic acid was added to the amino-sulfonation mixture to accelerate the reaction and prevent the competitive formation of by-products. The reported two step procedure provided a concise and versatile approach to new analogues of the natural amino acid taurine.
2002
Istituto di Chimica dei Composti OrganoMetallici - ICCOM -
Inglese
8
1407
1411
5
http://onlinelibrary.wiley.com/doi/10.1002/1099-0690(200204)2002:8%3C1407::AID-EJOC1407%3E3.0.CO;2-I/abstract
Sì, ma tipo non specificato
Amino-sulfonation
Electrophilic additions
Multicomponent reactions
Sulfur trioxide complexes
Taurine
Viene descritta una metodica sintetica per la sintesi di analoghi della taurina (acidi beta ammino solfonici) che fa uso del concetto di reazione multicomponente (in questo caso acetonitrile-anidridesolforica-alchene. I prodotti ottenuti sono di ampio uso in ambito farmacologico.
4
info:eu-repo/semantics/article
262
Cordero Franca, M; Cacciarini, Martina; Machetti, Fabrizio; De Sarlo, Francesco
01 Contributo su Rivista::01.01 Articolo in rivista
none
File in questo prodotto:
Non ci sono file associati a questo prodotto.

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14243/170070
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 28
  • ???jsp.display-item.citation.isi??? 23
social impact