54343-55-4Relevant academic research and scientific papers
Amides Activation: Transition Metal-Free Coupling Between C-N Activated Amides and Enolizable Amides
Joseph, Devaneyan,Oh, Min Seok,Jayaraman, Aravindan,Lee, Sunwoo
, p. 1293 - 1295 (2021)
Transition metal-free Claisen-type condensation between two different amides was developed. N-phenyl-N-tosylbenzamide derivatives reacted with enolizable amides such as N-methyl pyrrolidinone and N,N-dimethyl acetamide in the presence of NaHMDS to give th
Nickel-Catalyzed Claisen Condensation Reaction between Two Different Amides
Chen, Jiajia,Xu, Man,Yu, Subeen,Xia, Yuanzhi,Lee, Sunwoo
supporting information, p. 2287 - 2292 (2020/03/16)
A nickel-catalyzed Claisen condensation reaction between two amides, where one possesses an α-proton, for the synthesis of β-ketoamides was developed. Ni(glyme)Cl2 and terpyridine serve as the active catalysts in the presence of Mn and LiCl. N,N-Methylphenyl and N,N-diphenyl benzamide derivatives react with cyclic and noncyclic amides to give their corresponding β-ketoamides in moderate to good yields. In addition, a DFT calculation suggests that reductive elimination is the rate-determining step.
A copper-mediated oxidative coupling route to 3H- and 1H-indoles from N-aryl-enamines
Drouhin, Pauline,Taylor, Richard J. K.
supporting information, p. 2333 - 2336 (2015/04/22)
A facile copper(II)-mediated C-H bond oxidation and C-C bond formation procedure has been applied to the synthesis of indole derivatives. Intramolecular oxidative coupling of 3,3-disubstituted enamines proceeded using a non-expensive and air-stable copper
Manganese(III) acetate-mediated alkylation of β-keto esters and β-keto amides: An enantio- and diastereo-selective approach to substituted pyrrolidinones
Bar, Gregory,Parsons, Andrew F.,Thomas, C. Barry
, p. 373 - 380 (2007/10/03)
β-Keto esters and β-keto amides can be efficiently alkylated on reaction with enol ethers and manganese(III) acetate in the presence of copper(II) acetate. These intermolecular radical addition reactions can be used to construct quaternary carbon centres in excellent yield and this method has been utilised in a diastereoselective approach to substituted pyrrolidinones.
Synthesis and the keto-enol equilibrium of 2-acyl lactams
Nenajdenko,Gololobov,Zakurdaev,Balenkova
, p. 2473 - 2482 (2007/10/03)
Condensation of N-substituted lactams with carboxylic acid esters was studied. A wide range of substituted 2-acyl lactams with different ring sizes were synthesized. The structure of 2-acyl lactams (primarily, the ring size) was found to influence the ket
PHOTOCYCLISATION OF KETO-LACTAMS. A NEW SYNTHESIS OF FUNCTIONALIZED 1-AZA-BICYCLO(X.Y.0.)ALKANES
Azzouzi, Assia,Dufour, Monique,Gramain, Jean-Claude,Remuson, Roland
, p. 133 - 148 (2007/10/02)
A series of 1-azabicyclo(x.y.0)alkanes has been synthesized using an intramolecular photoreduction.The methodology consists of a regioselective abstraction of a hydrogen α to the nitrogen of an amide by the triplet T1(n, ?*) of a carbonyl derivative.
Lactam Acetals: Part VIII - Further Investigation of Reactions with Araldehydes
Singh, Jujhar,Sardana, Vinod,Anand, Nitya
, p. 1079 - 1082 (2007/10/02)
o-Substituted araldehydes on reaction with 2,2-dimethoxy-1-methylpyrrolidine (1) first form dioxinopyrroles (2-6), which undergo facile hydrolysis to the (RR)-benzhydrols (7-11); the formation of 2-6 is particularly favoured with electron withdrawi
