205494-61-7Relevant academic research and scientific papers
New Efficient Eco-Friendly Supported Catalysts for the Synthesis of Amides with Antioxidant and Anti-Inflammatory Properties
Charlet, Rogatien,Da?ch, Adam,Dufrénoy, Pierrick,Ghinet, Alina,Hechelski, Marie,Jawhara, Samir,Waterlot, Christophe
, (2020)
A new environmentally friendly approach for the synthesis of idrocilamide (1), a marketed myorelaxant and anti-inflammatory agent, is reported herein. The synthetic strategy involves a solvent-free aminolysis reaction catalyzed by zinc-containing species
Organocatalytic Trans Semireduction of Primary and Secondary Propiolamides: Substrate Scope and Mechanistic Studies
Grams, R. Justin,Lawal, Monsurat M.,Szwetkowski, Connor,Foster, Daniel,Rosenblum, Carol Ann,Slebodnick, Carla,Welborn, Valerie Vaissier,Santos, Webster L.
supporting information, p. 172 - 178 (2021/10/14)
We report a chemoselective, phosphine-catalyzed semireduction of primary and secondary propiolamides. In the presence of stoichiometric pinacolborane and catalytic n-tributylphosphine, a variety of propiolamides were successfully converted to the corresponding acrylamides in excellent yield with (E)-stereoselectivity. The reaction condition is tolerant of various functional groups including alkene, alkyne, ketone, or ester. Deuterium labeling studies established that the hydride from activated pinacolborane is added to the α-carbon and the proton on the amide nitrogen is abstracted by the ?-carbon to furnish the (E)-acrylamides. DFT calculations revealed a clear energetic driving force for the (E)- over the (Z)-isomer. (Figure presented.).
Efficient synthesis of new N-benzyl- or N-(2-furylmethyl)cinnamamides promoted by the 'green' catalyst boric acid, and their spectral analysis
Barajas, Jose Gregorio Hernandez,Mendez, Leonor Yamile Vargas,Kouznetsov, Vladimir V.,Stashenko, Elena E.
, p. 377 - 382 (2008/09/20)
New N-benzyl- or N-(2-furylmethyl)cinnamamides were prepared in good to excellent yields by amidation reactions between cinnamic acid and benzylamines or (2-furylmethyl)amine in the presence of 5 mol% boric acid. All the cinnamamides were characterized by IR and 1H and 13C NMR spectroscopy. Georg Thieme Verlag Stuttgart.
A novel carbonylative decomplexation of alkyne-dicobalt hexacarbonyls: Hyrocarbamoylation of alkynes
Sugihara, Takumichi,Okada, Yoshinari,Yamaguchi, Masahiko,Nishizawa, Mugio
, p. 768 - 770 (2007/10/03)
A novel carbonylative decomplexation of alkyne-dicobalt hexacarbonyls, i.e. hydrocarbamoylation of alkynes, was carried out by reaction of the complexes with 10 equiv, of primary and secondary amines.
Generation and Cycloadditions of 2-(N-acylamino)-1-thia-1,3-dienes part III: Control of diastereoselectivity using homochiral auxiliaries
Bell, Andrew S.,Fishwick, Colin W. G.,Reed, Jessica E.
, p. 3219 - 3234 (2007/10/03)
Activated 2-(N-acylamino)-1-thia-1,3-dienes undergo efficient diastereoselective Diels-Alder cycloadditions giving access to thiopyrans of high optical purity. By variation of the position and nature of the chiral auxiliaries we have been able to induce a
Synthesis of Optically Active Amides from β-Furyl and β-Phenyl Esters by way of Enzymatic Aminolysis
Gotor, Vicente,Menendez, Emma,Mouloungui, Zephirin,Gaset, Antoine
, p. 2453 - 2456 (2007/10/02)
Candida antarctica lipase efficiently catalyses the aminolysis of non-activated esters with a β-furyl or β-phenyl group; use of racemic amines gives the corresponding optically active amides with high enantiomeric axcess.
