@article { ISI:000284515800005,
	title = {Combined 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 death},
	journal = {European Journal of Organic Chemistry},
	number = {31},
	year = {2010},
	month = {NOV},
	pages = {5955-5966},
	publisher = {WILEY-V C H VERLAG GMBH},
	address = {PO BOX 10 11 61, D-69451 WEINHEIM, GERMANY},
	abstract = {<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>},
	keywords = {Anthranil, cyclization, Density functional calculations, isatogens, Nitro-alkyne cycloisomerization, Palladium},
	issn = {1434-193X},
	doi = {10.1002/ejoc.201000769},
	author = {Ramana, Chepuri V. and Patel, Pitambar and Vanka, Kumar and Miao, Benchun and Degterev, Alexei}
}
@article {46628,
	title = {Apparent umpolung reactivity of indole through [Au]-catalysed cyclisation and lewis-acid-mediated allylation},
	journal = {Chemistry-A European Journal},
	volume = {26},
	year = {2020},
	month = {DEC},
	pages = {17171-17175},
	type = {Article},
	abstract = {<p>The sequential functionalization of indole C2 and C3 in an umpolung fashion was executed with a predesigned substrate and choice of reagents. The developed method comprises gold-catalysed alkynol cycloisomerisation/intramolecular addition of C2 of indole and subsequent BF3.OEt2-mediated regioselective C3 allylation, resulting in the synthesis of the functionalized indoloisoquinolinone scaffold. The reaction involves 5-endo-alkynol cycloisomerisation and the dearomative addition of indole C2 to the intermediate oxocarbenium cation, which results in two equilibrating fused and spiropentacyclic intermediates, which upon treatment with allyl silane in the presence of BF3.OEt2, undergo selective indole C3 allylation. Other nucleophiles, such as hydride, azide and indole, were also found to be compatible with this process.</p>
},
	keywords = {Allylation, cyclization, domino reactions, Gold, umpolung},
	issn = {0947-6539},
	doi = {10.1002/chem.202003441, Early Access Date = NOV 2020},
	author = {Shinde, Mahesh H. and Ramana, Chepuri V.}
}
