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Regio- and Stereoselective Synthesis of 3-Pyrazolylidene-2-oxindole Compounds by Nucleophilic Vinylic Substitution of (E)-3-(Nitromethylene)indolin-2-one

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Regio- and Stereoselective Synthesis of 3-Pyrazolylidene-2-oxindole Compounds by Nucleophilic Vinylic Substitution of (E)-3-(Nitromethylene)indolin-2-one

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dc.contributor.author	Vila Descals, Carlos
dc.contributor.author	Slack, Sophie
dc.contributor.author	Blay Llinares, Gonzalo
dc.contributor.author	Muñoz, M. Carmen
dc.contributor.author	Pedro, José Ramón
dc.date.accessioned	2020-03-27T09:38:58Z
dc.date.available	2020-03-27T09:38:58Z
dc.date.issued	2019
dc.identifier.citation	Vila Descals, Carlos Slack, Sophie Blay Llinares, Gonzalo Muñoz, M. Carmen Pedro, José Ramón 2019 Regio- and Stereoselective Synthesis of 3-Pyrazolylidene-2-oxindole Compounds by Nucleophilic Vinylic Substitution of (E)-3-(Nitromethylene)indolin-2-one Advanced Synthesis & Catalysis 361 8 1902 1907
dc.identifier.uri	https://hdl.handle.net/10550/73681
dc.description.abstract	A highly regio- and stereoselective synthesis of 3-alkylidene-2-oxindoles has been described through a nucleophilic vinylic substitution (SNV) of (E)-3-(nitromethylene)indolin-2-one using pyrazol-3-ones as nucleophiles and Et3N as a base. The reaction affords selectively the Z-isomer when pyrazol-3-ones without substituents at the 4 position are used. While the reaction is E-selective with 4-substituted pyrazolones. The stereoselectivity (up to >20:1) and the yields (up to 98%) are very high under mild reaction conditions.
dc.language.iso	eng
dc.relation.ispartof	Advanced Synthesis & Catalysis, 2019, vol. 361, num. 8, p. 1902-1907
dc.subject	Estereoquímica
dc.subject	Reaccions químiques
dc.title	Regio- and Stereoselective Synthesis of 3-Pyrazolylidene-2-oxindole Compounds by Nucleophilic Vinylic Substitution of (E)-3-(Nitromethylene)indolin-2-one
dc.type	journal article	es_ES
dc.date.updated	2020-03-27T09:38:58Z
dc.identifier.doi	10.1002/adsc.201900048
dc.identifier.idgrec	131717
dc.rights.accessRights	open access	es_ES