4976-05-0Relevant articles and documents
Tert -Butyl nitrite promoted transamidation of secondary amides under metal and catalyst free conditions
Sureshbabu, Popuri,Azeez, Sadaf,Chaudhary, Priyanka,Kandasamy, Jeyakumar
supporting information, p. 845 - 850 (2019/01/30)
A mild and efficient method is demonstrated for the transamidation of secondary amides with various amines including primary, secondary, cyclic and acyclic amines in the presence of tert-butyl nitrite. The reaction proceeds through the N-nitrosamide intermediate and provides the transamidation products in good to excellent yields at room temperature. Moreover, the developed methodology does not require any catalyst or additives.
Base-promoted amide synthesis from aliphatic amines and ynones as acylation agents through C-C bond cleavage
Cheng, Guolin,Lv, Weiwei,Kuai, Changsheng,Wen, Si,Xiao, Shangyun
supporting information, p. 1726 - 1729 (2018/02/21)
A new protocol for the synthesis of amides via base-promoted cleavage of the C(sp)-C(CO) bond of ynones with aliphatic primary and secondary amines under transition-metal-, ligand-, and oxidant-free conditions has been developed. This method exhibits a wide substrate scope, high functional group tolerance and exclusive chemoselectivity, as well as mild reaction conditions.
Green synthesis of benzamides in solvent- and activation-free conditions
Alalla, Affef,Merabet-Khelassi, Mounia,Aribi-Zouioueche, Louisa,Riant, Olivier
supporting information, p. 2364 - 2376 (2014/07/22)
Herein, we describe a clean and ecocompatible pathway for both N-benzoylation and N-acetylation of anilines, amines, diamines, and aminoalcohols using three enol esters with good yields. We have improved the use of vinyl benzoate for the direct introduction of a benzamido-moiety under solvent- and activation-free conditions. The recovered amides are easily isolated by crystallization. Copyright
Nickel-catalyzed chelation-assisted transformations involving ortho C-H bond activation: Regioselective oxidative cycloaddition of aromatic amides to alkynes
Shiota, Hirotaka,Ano, Yusuke,Aihara, Yoshinori,Fukumoto, Yoshiya,Chatani, Naoto
supporting information; experimental part, p. 14952 - 14955 (2011/11/05)
Although the pioneering example of ortho metalation involving cleavage of C-H bonds was achieved using a nickel complex (Kleiman, J. P.; Dubeck, M. J. Am. Chem. Soc. 1963, 85, 1544), no examples of catalysis using nickel complexes have been reported. In this work, the Ni-catalyzed transformation of ortho C-H bonds utilizing chelation assistance, such as oxidative cycloaddition of aromatic amides with alkynes, has been achieved.
Direct Coupling between β-Functionalized Organolithium Compounds and Aryl and Vinyl Halides
Barluenga, Jose,Montserrat, Javier M.,Florez, Josefa
, p. 6183 - 6186 (2007/10/02)
Treatment of N-lithio-N-(2-lithioethyl)benzamide with different aromatic and vinylic halides affords directly the corresponding substitution products: functionalized benzamides 3-10.
Non-acidic anti-inflammatory compounds: activity of N-(4,6-dimethyl-2-pyridinyl) benzamides and derivatives
Robert-Piessard, Sylvie,Le Baut, Guillaume,Courant, Jacqueline,Brion, Jean-Daniel,Sparfel, Louis,et al.
, p. 9 - 19 (2007/10/02)
The inhibition of the carragenin-induced rat-paw edema by previously synthesized N-(4,6-dimethyl)-2-pyridinyl) benzamides was evaluated.Amoung the 29 tested compounds, secondary benzamides 1, 12 and tertiary benzamide 60 exhibited a significant anti-inflammatory activity.It prompted us to envision a pharmacomodulation in this series by structural modifications on the homocycle, the amide function and the heterocycle.Although benzamide 38, acetamide 50 and benzylamine 56 elicited marked inhibitory activity, none was more active than N-(4,6-dimethyl-2-pyridinyl) benzamide 1. The mechanism of the anti-inflammatory action of 1 was investigated.The results showed that this molecule reduced eicosanoid biosynthesis but was unable to reduce cyclooxygenase or lipoxygenase activities.Although it did not directly block phospholipase activity, however, an inhibitory process at this level is likely.