15952-65-5Relevant academic research and scientific papers
Alternative formation of amides and β-enaminones from aroyl chlorides using the TiCl4-trialkylamine reagent system
Leggio, Antonella,Comandè, Alessandra,Belsito, Emilia Lucia,Greco, Marianna,Lo Feudo, Lucia,Liguori, Angelo
, p. 5677 - 5683 (2018/08/17)
The TiCl4/NR3 reagent system has been successfully employed for the synthesis of amides and β-enaminones. The reaction of variously substituted benzoyl chlorides with the TiCl4/NR3 reagent system, by using two different experimental procedures (Method A and Method B), afforded alternatively the corresponding amides and β-enaminones as unique or major products. The two developed protocols were investigated with a series of tertiary amines. The reactions, modulated by the presence of TiCl4, provided the corresponding amides or β-enaminones with satisfactory yields. This paper reports a new method for carbon-carbon bond formation via the reaction of aroyl chlorides with the TiCl4/NR3 reagent system.
Copper-catalyzed amidation of benzoic acids using tetraalkylthiuram disulfides as amine sources
Zeng, Meng-Tian,Xu, Wan,Liu, Min,Liu, Xing,Chang, Cai-Zhu,Zhu, Hui,Dong, Zhi-Bing
supporting information, p. 1434 - 1440 (2017/08/16)
A facile method for the copper-catalyzed synthesis of N-substituted benzamides was explored. In the presence of CuBr and di-tert-butyl peroxide, various N-substituted benzamides were prepared through amidation of benzoic acid by using commercially available and cheap tetraalkylthiuram disulfides as amine sources. With this protocol, a series of 14 N-substituted benzamides were furnished in good to excellent yields. The broad substrate scope and good to excellent yield show its practical synthetic value in organic synthesis.
Utility of dysprosium as a reductant in coupling reactions of acyl chlorides: The synthesis of amides and diaryl-substituted acetylenes
Chen, Weifeng,Li, Kebin,Hu, Ziqiang,Wang, Liliang,Lai, Guoqiao,Li, Zhifang
scheme or table, p. 2026 - 2030 (2011/06/18)
Reduction of acyl chlorides with dysprosium metal has been studied. The reducing ability of dysprosium metal is solvent-dependent. Dysprosium metal, which requires neither any additive nor pretreatment, can promote the cross-coupling of acyl chlorides in DMF or DEF to give amides in good yields. When the reaction was performed in N,N-dimethylacetamide, the reductive self-coupling reaction of aroyl chloride took place smoothly and afforded the diaryl-substituted acetylenes in moderate to good yield.
Pd(ii)-catalyzed decarboxylative cross-coupling of oxamic acids with potassium phenyltrifluoroborates under mild conditions
Li, Mingzong,Wang, Cong,Fang, Ping,Ge, Haibo
supporting information; experimental part, p. 6587 - 6589 (2011/06/25)
A novel Pd-catalyzed decarboxylative cross-coupling of oxamic acids with potassium phenyltrifluoroborates has been realized under mild reaction conditions. This method provides an efficient access to N-mono- or N,N-disubstituted benzamides and benzoates.
