01810nas a2200253   4500008004100000022001400041245021300055210006900268260007700337300001400414520076600428653001401194653001601208653003601224653001401260653003601274653001401310100002401324700002001348700001701368700001801385700002101403856013201424       2010                        eng d  a1434-193X00aCombined experimental and density functional theory study on the Pd-mediated cycloisomerization of o-alkynylnitrobenzenes - synthesis of isatogens and their evaluation as modulators of ROS-mediated cell death0 aCombined experimental and density functional theory study on the  aPO BOX 10 11 61, D-69451 WEINHEIM, GERMANYbWILEY-V C H VERLAG GMBHcNOV  a5955-59663 a<p>Highly selective cycloisomerization of o-alkynylnitrobenzenes, leading to isatogens, has been achieved by employment of a Pd-II complex. This reaction is very general and functional-group-tolerant. The possible mechanism of this reaction was investigated with the help of DFT calculations. Three possible pathways - namely, the addition of the nitro group either in (i) 5-exo-dig or (ii) 6-endo-dig mode and (iii) halopalladation - and subsequent intramolecular events have been considered and studied in detail. These investigations revealed that pathway (i) is the favored route to isatogen formation. A preliminary screening of the available isatogens reveals the 2-alkylisatogens to be novel ROS scavengers capable of inhibiting cellular necroptosis.</p>10aAnthranil10acyclization10aDensity functional calculations10aisatogens10aNitro-alkyne cycloisomerization10aPalladium1 aRamana, Chepuri, V.1 aPatel, Pitambar1 aVanka, Kumar1 aMiao, Benchun1 aDegterev, Alexei  uhttps://library.ncl.res.in/content/combined-experimental-and-density-functional-theory-study-pd-mediated-cycloisomerization-o-0