65651-80-1Relevant articles and documents
Solvent-controlled two-step one-pot syntheses of α-X (X = Br or Cl) enamino ketones/esters and 3-(2,5-dioxopyrrolidin-1-yl)acrylate by using terminal carbonyl alkynes
Chen, Xiao Yun,Yuan, Shuxia,Chen, Yan,Sun, Chenyang,Tang, Yaonan,Chen, Guang,Zhu, Baocheng,Chen, Kaiwei,Zheng, Shaojun,Cheng, Xiaofang
supporting information, p. 7914 - 7919 (2021/09/28)
A new two-step one-pot aminobromination/chlorination of carbonyl alkynes has been achievedviaa Michael addition of aliphatic secondary amines and subsequent β-bromination/chlorination of the obtained enamines to afford various α-X (X = Br or Cl) enamino ketones/esters in moderate to good yields. A solvent-controllable protocol has been developed to produce versatile 3-(2,5-dioxopyrrolidin-1-yl)acrylates in moderate yields by using toluene as the solvent and chain alkyl propiolates as alkynyl substrates.
Ir-catalyzed chemoselective reduction of β-amido esters: A versatile approach to β-enamino esters
Yang, Zhi-Ping,Lu, Guang-Sheng,Ye, Jian-Liang,Huang, Pei-Qiang
, p. 1624 - 1631 (2019/01/04)
The conversion of β-amido esters to β-enamino esters is an indispensable step for some synthetic approaches to alkaloids and related medicines. Known methods for such transformation are not only stepwise, but also proceed with low atom-efficiency. Herein, we report a direct and versatile approach that features the Ir-catalyzed chemoselective reduction of β-amido esters with 1,1,3,3-tetramethyldisiloxane (TMDS). In addition, a lack of some signals was observed in the 13C NMR spectra of some alicyclic β-enamino esters. This revealed a longstanding existing but being ignored phenomenon in the literature.
A field-based disparity analysis of new 1,2,5-oxadiazole derivatives endowed with antiproliferative activity
Porta, Federica,Gelain, Arianna,Barlocco, Daniela,Ferri, Nicola,Marchianò, Silvia,Cappello, Valentina,Basile, Livia,Guccione, Salvatore,Meneghetti, Fiorella,Villa, Stefania
, p. 820 - 839 (2017/10/03)
A series of 1,2,5-oxadiazoles were synthesized as new potential antiproliferative agents. The in vitro cytotoxic activity evaluation of title compounds through MTT assay revealed that some of them showed significant activity against the HCT-116 cancer cell line. The field-based disparity analysis provided indications about the electrostatic, hydrophobic, and shape features underlying the cytotoxicity, suggesting that increasing the negative electrostatic field on the heterocyclic core of the structure has positive effects on the activity. The structure–activity relationships (SAR) around a particular compound can be explained allowing for a structural rationale for the differences in activity. The SAR provided by this series of compounds can be exploited to carry out further lead optimization.