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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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.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.rights.uri info:eu-repo/semantics/openAccess
dc.source 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.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 info:eu-repo/semantics/article
dc.date.updated 2020-03-27T09:38:58Z
dc.identifier.doi https://doi.org/10.1002/adsc.201900048
dc.identifier.idgrec 131717

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