Synthesis of Diels-Alder adducts of N-arylmaleimides by a multicomponent reacction between maleic anhydride, dienes, and anilines

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Campo DC	Valor	Lengua/Idioma
dc.creator	Guevara-Salazar, J.Alberto	-
dc.creator	Quintana-Zavala, Delia	-
dc.creator	Jimenez-Vazquez, Hugo A.	-
dc.creator	Trujillo-Ferrara, Jose	-
dc.date	2012-03-29T20:34:04Z	-
dc.date	2012-03-29T20:34:04Z	-
dc.date	2011-05-31	-
dc.date.accessioned	2013-01-16T16:41:06Z	-
dc.date.available	2013-01-16T16:41:06Z	-
dc.date.issued	2013-01-16	-
dc.identifier	Monatsh Chem	-
dc.identifier	1434-4475	-
dc.identifier	http://hdl.handle.net/123456789/1208	-
dc.identifier.uri	http://www.repositoriodigital.ipn.mx/handle/123456789/11688	-
dc.description	We have carried out the synthesis and characterization of some hexahydroisoindolyl benzoic acids and their corresponding ethyl esters by a multicomponent reaction (MCR) between aminobenzoic acids or aminobenzoates, maleic anhydride, and isoprene in the absence of catalysts. According to additional experiments, theMCR takes place by sequential formation of N-arylmaleamic acids from the aminobenzoic acids or aminobenzoates and maleic anhydride, Diels–Alder adducts of the acids and isoprene, and finally the imides. The 1H NMR data (coupling constants) of the adducts suggested that the preferred conformation of the corresponding cyclohexene rings is a syn-boat, a fact supported by a density functional theory (DFT) conformational analysis and DFT calculations of the spin–spin coupling constants of the corresponding conformers. OurMCR synthetic methodology was tested successfully in the synthesis of other adducts, for which cyclopentadiene and other anilines were employed	-
dc.description	Instituto Politecnico Nacional, CONACYT	-
dc.language	en	-
dc.publisher	Monatshefte fur Chemie	-
dc.relation	;142 827-836	-
dc.subject	Cycloadditions	-
dc.subject	Conformation	-
dc.subject	Computational chemistry	-
dc.subject	Hexahydroisoindolediones	-
dc.title	Synthesis of Diels-Alder adducts of N-arylmaleimides by a multicomponent reacction between maleic anhydride, dienes, and anilines	-
dc.type	Article	-
Aparece en las colecciones:	Doctorado

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