A one-pot synthesis of secondary and tertiary amides from carboxylic acids and amines by using SOCl2 hasbeen developed. Also when sterically hindered amines were used as the starting materials, excellent yieldsof the corresponding amides were obtained. The amidation of N-protected a-amino acids with secondaryamines proceeds effectively with good yields. The process works well also in the presence of acid sensitivegroups and occurs with almost complete retention of stereochemical integrity of chiral substrates. Thisprotocol could be extended to industrial large-scale production processes.

One-pot synthesis of amides from carboxylic acids activated using thionyl chloride

LEGGIO, Antonella;DE LUCA, Giuseppina;DI GIOIA, Maria Luisa;SICILIANO, Carlo;
2016-01-01

Abstract

A one-pot synthesis of secondary and tertiary amides from carboxylic acids and amines by using SOCl2 hasbeen developed. Also when sterically hindered amines were used as the starting materials, excellent yieldsof the corresponding amides were obtained. The amidation of N-protected a-amino acids with secondaryamines proceeds effectively with good yields. The process works well also in the presence of acid sensitivegroups and occurs with almost complete retention of stereochemical integrity of chiral substrates. Thisprotocol could be extended to industrial large-scale production processes.
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/20.500.11770/132913
 Attenzione

Attenzione! I dati visualizzati non sono stati sottoposti a validazione da parte dell'ateneo

Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 67
  • ???jsp.display-item.citation.isi??? 64
social impact