107970-92-3Relevant academic research and scientific papers
Solvent-Controlled Synthesis of Thiocyanated Enaminones and 2-Aminothiazoles from Enaminones, KSCN, and NBS
Chen, Xue,Cuan, Xiaodan,Duan, Xiyan,Li, Huimin,Liu, Kun,Liu, Xiaojing,Wang, Junqin,Wang, Lin,Zhou, Huiyun
, (2019/10/11)
An effective and simple solvent-controlled synthesis of thiocyanated enaminones and 2-aminothiazoles has been demonstrated from enaminones, potassium thiocyanate, and N-bromosuccinimide. This process features mild reaction conditions, simple and easy oper
Variations in the blaise reaction: Conceptually new synthesis of 3-amino enones and 1,3-diketones
Rao, H. Surya Prakash,Muthanna, Nandurka
supporting information, p. 1525 - 1532 (2015/03/04)
Organic compounds with 3-amino enone or 1,3-diketone functional groups are extremely important, as they can be converted into a plethora of heterocyclic or carbocyclic compounds, or can be used as ligands in metal complexes. We have achieved a new, easy, straightforward and convenient synthesis of 3-amino enones and 1,3-diketones starting from aryl/heteroaryl/alkyl nitriles and 1-aryl/alkyl 2-bromoethanones. The reaction is a variation of the classical Blaise reaction, and it works with zinc and trimethylsilyl chloride as an activator. By running the hydrolysis of the reaction intermediate with HCl (3 N aq.) at 0-30 °C or at 100 °C, it is possible to form either 3-amino enones or 1,3-diketones, respectively. The newly developed method was used for the synthesis of avobenzone, an ingredient of sun-screen lotions. Furthermore, an easy synthesis of (Z)-3-amino-1-[4-(tertbutyl) phenyl]-3-(4-methoxyphenyl)prop-2-en-1-one, with UV/Vis absorption characteristics similar to those of avobenzone, was also achieved.
Reactions of β-diketone compounds with nitriles catalyzed by Lewis acids: A simple approach to β-enaminone synthesis
Cheng, Xu,Pei, Shuchen,Xue, Chenchen,Cao, Kaifei,Hai, Li,Wu, Yong
, p. 63897 - 63900 (2015/02/19)
Aluminium chloride selectively promoted the nucleophilic attack of β-diketone compounds with nitriles to give enaminones. Moreover a plausible mechanism for this transformation was given.
Copper on iron promoted one-pot synthesis of β-aminoenones and 3,5-disubstituted pyrazoles
Kovács, Szabolcs,Novák, Zoltán
, p. 8987 - 8993 (2013/09/24)
The reaction of hydroximoyl chlorides with acetylenes in the presence of a copper on iron bimetallic system leads to β-aminoenones via reductive ring opening of isoxazole intermediates. The valuable β-aminoenone building blocks can be isolated or transformed into pyrazoles with the addition of hydrazine in a straightforward one-pot procedure.
Reaction of 3-phenylisoxazole with alkyllithiums
Di Nunno, Leonardo,Scilimati, Antonio,Vitale, Paola
, p. 2623 - 2630 (2007/10/03)
Alkyllithiums react with 3-phenylisoxazole giving C5-H abstraction followed either mainly by ring fragmentation to benzonitrile and ethynolate ion (in the case of t-BuLi) or (less hindered alkyllithiums: n-BuLi, EtLi, MeLi) also by formation of
CONDENSATION OF NITRILES WITH METHYL KETONES AS A METHOD FOR THE SYNTHESIS OF β-AMINOVINYL KETONES
Sosnovskikh, V. Ya.,Ovsyannikov, I. S.
, p. 1801 - 1805 (2007/10/02)
The condensation of nitriles containing aromatic substituents and of trichloroacetonitrile with methyl ketones in the presence of (phenylethylamino)magnesium bromide leads to β-aminovinyl ketones.Acid hydrolysis of the β-aminovinyl ketones gave high yields of the corresponding β-diketones.
