7091-13-6Relevant articles and documents
One-Pot Synthesis of 3-Halo-2-organochalcogenylbenzo[b]chalcogenophenes from 1-(2,2-Dibromovinyl)-2-organochalcogenylbenzenes
Luz, Eduardo Q.,Silvério, Gabriel L.,Seckler, Diego,Lima, David B.,Santana, Francielli S.,Barbosa, Ronilson V.,Montes D'Oca, Caroline R.,Rampon, Daniel S.
supporting information, p. 2610 - 2618 (2021/03/31)
A transition-metal-free one-pot synthesis of 3-halo-2-organochalcogenylbenzo[b]chalcogenophenes has been developed using 1-(2-organochalcogenylethynyl)-2-butylchalcogenylbenzenes generated in situ from 1-(2,2-dibromovinyl)-2-organochalcogenylbenzenes and
Natural α-methylenelactam analogues: Design, synthesis and evaluation of α-alkenyl-γ and δ-lactams as potential antifungal agents against Colletotrichum orbiculare
Delong, Wang,Lanying, Wang,Yongling, Wu,Shuang, Song,Juntao, Feng,Xing, Zhang
, p. 286 - 307 (2017/03/09)
In our continued efforts to improve the potential utility of the α-methylene-γ-lactone scaffold, 62 new and 59 known natural α-methylenelactam analogues including α-methylene-γ-lactams, α-arylidene-γ and δ-lactams, and 3-arylideneindolin-2-ones were synthesized as the bioisosteric analogues of the α-methylenelactone scaffold. The results of antifungal and cytotoxic activity indicated that among these derivatives compound (E)-1-(2, 6-dichlorobenzyl)-3-(2-fluorobenzylidene) pyrrolidin-2-one (Py51) possessed good selectivity with the highest antifungal activity against Colletotrichum orbiculare with IC50?=?10.4?μM but less cytotoxic activity with IC50?=?141.2?μM (against HepG2 cell line) and 161.2?μM (against human hepatic L02?cell line). Ultrastructural change studies performed by transmission electron microscope showed that Py51 could cause important cell morphological changes in C.?orbiculare, such as plasma membrane detached from cell wall, cell wall thickening, mitochondria disruption, a dramatic increase in vacuolation, and eventually a complete loss in the integrity of organelles. Significantly, mitochondria appeared one of the primary targets, as confirmed by their remarkably aberrant morphological changes. Analysis of structure–activity relationships revealed that incorporation of the aryl group into the α-exo-methylene and the N-benzyl substitution increased the activity. Meanwhile, the α-arylidene-γ-lactams have superiority in selectivity over the 3-arylideneindolin-2-ones. Based on the results, the N-benzyl substituted α-(2-fluorophenyl)-γ-lactam was identified as the most promising natural-based scaffold for further discovering and developing improved crop-protection agents.
A benchtop NMR spectrometer as a tool for monitoring mesoscale continuous-flow organic synthesis: Equipment interface and assessment in four organic transformations
Archambault, Cynthia M.,Leadbeater, Nicholas E.
, p. 101171 - 101177 (2016/11/09)
An approach is reported for monitoring continuous-flow reactions by means of a low-field benchtop NMR spectrometer. The spectrometer is interfaced with a mesofluidic reactor and used as a tool for optimising four organic transformations, namely an acid-catalysed esterification, a Knoevenagel condensation, a Diels-Alder reaction, and an alkylation. Reactions need to be performed either solvent-free or at relatively high concentration in order to monitor them effectively using the NMR spectrometer, but this allows for the leveraging of one of the key advantages of flow processing, namely process intensification.
