4107-00-0Relevant articles and documents
A general and practical palladium-catalyzed direct a-arylation of amides with aryl halides
Zheng, Bing,Jia, Tiezheng,Walsh, Patrick J.
supporting information, p. 165 - 178 (2014/03/21)
An efficient system for the direct catalytic intermolecular α-arylation of acetamide derivatives with aryl bromides and chlorides is presented. The palladium catalyst is supported by Kwong's indolebased phosphine ligand and provides monoarylated amides in up to 95% yield. Excellent chemoselectivities (>10:1) in the mono- and diarylation with aryl bromides were achieved by careful selection of bases, solvents, and stoichiometry. Under the coupling conditions, the weakly acidic α-protons of amides (pK a up to 35) were reversibly depotonated by lithium tert-butoxide (LiO-t-Bu), sodium tert-butoxide (NaO-t-Bu) or sodium bis(trimethylsilyl)amide [NaN(SiMe3)2].
Highly efficient method for the synthesis of carboxamides from carboxylic acids and amines using pyridine-3-sulfonyl chloride (3-PSC)
Funasaka, Setsuo,Kato, Koji,Mukaiyama, Teruaki
, p. 506 - 507 (2008/09/21)
The use of pyridine-3-sulfonyl chloride (3-PSC) in dehydrating condensation was investigated. This novel reagent was successfully employed as a mild dehydrating reagent for preparing various carboxamides in good to excellent yields from the corresponding carboxylic acids and amines. Copyright
Highly efficient method for the synthesis of carboxamides from carboxylic acids and amines using benzenesulfonic anhydride (BSA)
Funasaka, Setsuo,Kato, Koji,Mukaiyama, Teruaki
, p. 1456 - 1457 (2008/03/14)
A highly efficient method by using benzenesulfonic anhydride (BSA) in the presence of 4-(dimethylamino)pyridine (DMAP) to synthesize carboxamides from various carboxylic acids and amines including sterically hindered ones is established. This reaction proceeds smoothly to provide the desired product in high yield. Copyright
