17344-99-9Relevant articles and documents
Iron catalyzed efficient synthesis of poly-functional primary amines via the direct use of ammonia
Ma, Chaoqun,Chen, Jianghui,Xing, Dong,Sheng, Yuan,Hu, Wenhao
, p. 2854 - 2857 (2017)
An iron catalyzed three-component reaction of alkyl diazoesters, isatins and ammonia is reported. This reaction provided convenient access to non-protected β-hydroxy-α-aminoesters with adjacent quaternary stereocenters. This transformation is achieved via trapping of ammonium ylide which is generated from a diazocompound and ammonia under mild reaction conditions. Poly-functional group unprotected amines are obtained exclusively with up to 77% yield and 62?:?38 dr.
Synthesis of some new 5-arylidene-2,4-thiazolidinedione esters
Tshiluka, Ndivhuwo R.,Bvumbi, Mpelegeng V.,Ramaite, Isaiah I.,Mnyakeni-Moleele, Simon S.
, p. 161 - 175 (2021/03/17)
Compounds containing the 1,3-thiazolidine-2,4-dione scaffold are gaining increasing scientific interest as potential interventional agents for a variety of disease states. A four-step synthesis of ethyl-(2-(5-arylidine-2,4- dioxothiazolidin-3-yl)acetyl)glycinates, alaninates, butanoates, valinates and norvalinates is described. The synthesis began by converting 1,3-thiazolidine-2,4-dione into its potassium salt, which was treated with ethyl (2-chloroacetamido)glycinates, alaninates, butanoates, valinates and norvalinates, respectively, to obtain the penultimate products. These products were then subjected to a Knoevenagel condensation reaction with different aldehydes to obtain the desired products in low to excellent yields.
Reductive Alkylation of Amines with Carboxylic Ortho Esters
Kadyrov, Renat,Moebus, Konrad
supporting information, p. 3352 - 3357 (2020/07/04)
We have demonstrated for the first time that carboxylic ortho esters could be used as an alkylating agent in the reductive alkylation of amines. A variety of amines, including amino acid esters, were alkylated affording mono-alkylated products with high selectivity in practical to high yields using standard heterogeneous catalysts. By applying acyclic ortho esters alkylation was completed at room temperature. (Figure presented.).
Palladium-Catalyzed Allylic Alkylation of Aldimine Esters with Vinyl-Cyclopropanes to Yield α,α-Disubstituted α-Amino Acid Derivatives
Wang, Jiahua,Dai, Zonghao,Xiong, Cheng,Zhu, Jin,Lu, Jinrong,Zhou, Qingfa
supporting information, p. 5105 - 5111 (2019/11/11)
A synthetically useful approach for the synthesis of functionalized α, α-disubstituted α-amino acid derivatives via palladium-catalyzed 1,7 addition of readily available aldimine esters to vinylcyclopropanes is reported. This methodology was operated under mild conditions, affording α-allylic α-amino esters in good to excellent yields and excellent regio- and stereoselectivity. This transformation displays broad functional-group tolerance and enantioselective allylic alkylation has also been realized using a chiral phosphine ligand to provide the desired product. (Figure presented.).
