4476-13-5Relevant articles and documents
Photocatalytic synthesis method of N-(2-morpholinoethyl) substituted benzamide compound
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Paragraph 0045-0052, (2021/11/26)
The invention relates to a photocatalytic synthesis method of an N-(2-morpholinoethyl) substituted benzamide compound, wherein the method is characterized in that benzyl alcohol with a structure represented by a formula (I) or a benzaldehyde compound with a structure represented by a formula (II) and N-(2-aminoethyl) morpholine are used as raw materials, and under the condition of existence of an oxygen-containing atmosphere, an organic solvent, alkali and a transition metal oxide/C3N4 composite photocatalyst, a photocatalytic reaction is carried out to prepare the N-(2-morpholinoethyl) substituted benzamide compound with a structure represented by a formula (III). Benzyl alcohol or benzaldehyde compounds are used as raw materials, acyl chloride and hydrobromic acid are not used, and the N-(2-morpholinoethyl) substituted benzamide compound is prepared in a green and economical mode.
Methyl Esters as Cross-Coupling Electrophiles: Direct Synthesis of Amide Bonds
Zheng, Yan-Long,Newman, Stephen G.
, p. 4426 - 4433 (2019/05/08)
Amide bond formation and transition metal-catalyzed cross-coupling are two of the most frequently used chemical reactions in organic synthesis. Recently, an overlap between these two reaction families was identified when Pd and Ni catalysts were demonstrated to cleave the strong C-O bond present in esters via oxidative addition. When simple methyl and ethyl esters are used, this transformation provides a powerful alternative to classical amide bond formations, which commonly feature stoichiometric activating agents. Thus far, few redox-active catalysts have been demonstrated to activate the C(acyl)-O bond of alkyl esters, which makes it difficult to perform informed screening when a challenging reaction needs optimization. We demonstrate that Ni catalysts bearing diverse NHC, phosphine, and nitrogen-containing ligands can all be used to activate methyl esters and enable their use in direct amide bond formation.
A mild chemospecific reductive dehalogenation of ethylaminobenzamides with lithium aluminum hydride
Hendrix, James A.,Stefany, David W.
, p. 6749 - 6752 (2007/10/03)
A mild reduction of ortho-fluoro benzamides was discovered using LAH. The reaction proceeds cleanly and in moderate yields. The scope of the reaction is explored and a mechanism is proposed. A two carbon spacer between the amide and a 3°amine is optimal for this chelation controlled reaction.
