7474-19-3Relevant articles and documents
Palladium-catalyzed regiodivergent hydroaminocarbonylation of alkenes to primary amides with ammonium chloride
Gao, Bao,Zhang, Guoying,Zhou, Xibing,Huang, Hanmin
, p. 380 - 386 (2018/01/12)
Palladium-catalyzed hydroaminocarbonylation of alkenes for the synthesis of primary amides has long been an elusive aim. Here, we report an efficient catalytic system which enables inexpensive NH4Cl to be utilized as a practical alternative to gaseous ammonia for the palladium-catalyzed alkene-hydroaminocarbonylation reaction. Through appropriate choice of the palladium precursors and ligands, either branched or linear primary amides can be obtained in good yields with good to excellent regioselectivities. Primary mechanistic studies were conducted and disclosed that electrophilic acylpalladium species were capable of capturing the NH2-moiety from ammonium salts to form amides in the presence of CO with NMP as a base.
Pd(II)/bipyridine catalyzed conjugate addition of arylboronic acids to α,β-unsaturated amides
Ji, Jiamin,Yang, Zhenyu,Liu, Rui,Ni, Yuxin,Lin, Shaohui,Pan, Qinmin
supporting information, p. 2723 - 2726 (2016/06/09)
The Pd(II)/bipyridine-catalyzed conjugate addition of arylboronic acid to α,β-unsaturated amides was developed and optimized, and the reaction was proceeded smoothly in air. A series of arylboronic acid and α,β-unsaturated amide substrates were surveyed, and modest to excellent yields were given.
The acid-mediated ring opening reactions of α-aryl-lactams
King, Frank D.,Caddick, Stephen
supporting information; experimental part, p. 3244 - 3252 (2012/06/01)
4-Aryl-azetidin-2-ones (β-lactams) undergo ring opening with triflic acid to give cinnamamides which, in benzene, react further to give 3-aryl-3-phenyl-propionamides. Prolonged reaction times in benzene give 3,3-diphenyl-propionamide via an aryl/phenyl ex
