57303-20-5Relevant articles and documents
One-pot synthesis of amides from carboxylic acids activated using thionyl chloride
Leggio,Belsito,De Luca,Di Gioia,Leotta,Romio,Siciliano,Liguori
, p. 34468 - 34475 (2016/06/13)
A one-pot synthesis of secondary and tertiary amides from carboxylic acids and amines by using SOCl2 has been developed. Also when sterically hindered amines were used as the starting materials, excellent yields of the corresponding amides were obtained. The amidation of N-protected α-amino acids with secondary amines proceeds effectively with good yields. The process works well also in the presence of acid sensitive groups and occurs with almost complete retention of stereochemical integrity of chiral substrates. This protocol could be extended to industrial large-scale production processes.
Nickel-catalyzed cross-coupling of unactivated alkyl halides and tosylate carrying a functional group with alkyl and phenyl Grignard reagents
Singh, Surya Prakash,Terao, Jun,Kambe, Nobuaki
scheme or table, p. 5644 - 5646 (2011/02/25)
By the use of catalytic amounts of a nickel salt and a 1,3-butadiene, primary and secondary alkyl Grignard reagents undergo cross-coupling with alkyl bromides, iodide, and tosylate carrying a functional group such as amide, ester, and ketone at 0 °C in THF. The present procedure provides a simple, convenient, and practical method for construction of carbon chains in the presence of various functional groups. PhMgBr also gave the corresponding coupling product in a moderate yield.
A convenient method for the synthesis and one-pot reaction of acyl chlorides using a scavenging resin
Girard,Tranchant,Niore,Herscovici
, p. 1577 - 1580 (2007/10/03)
A simple, efficient and fast method for the preparation of acyl halides from fatty carboxylic acids using a solid phase scavenging approach is presented herein. The title compounds can then be isolated, used as a solution or react in one-pot to form esters and amides with good to excellent yields.
