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Decarboxylative Allylic Alkylation of Phthalides: Stabilized Benzylic Nucleophiles for sp3-sp3 Coupling.
McClure, Timothy J; Saludares, Connor; Martinez, Gisela; Orozco, Cheyenne; Navarro, Raul.
Afiliação
  • McClure TJ; Department of Chemistry, Occidental College, Los Angeles, California 90041, United States.
  • Saludares C; Department of Chemistry, Occidental College, Los Angeles, California 90041, United States.
  • Martinez G; Department of Chemistry, Occidental College, Los Angeles, California 90041, United States.
  • Orozco C; Department of Chemistry, Occidental College, Los Angeles, California 90041, United States.
  • Navarro R; Department of Chemistry, Occidental College, Los Angeles, California 90041, United States.
J Org Chem ; 87(11): 7557-7564, 2022 06 03.
Article em En | MEDLINE | ID: mdl-35575695
ABSTRACT
A new family of stabilized benzylic nucleophiles for the palladium-catalyzed decarboxylative allylic alkylation reaction has been developed. Allyl esters derived from 3-carboxyphthalides were found to undergo palladium-catalyzed deallylation and decarboxylation under mild reaction conditions, a process facilitated by the formation of a stabilized aromatic anion. The regioselective allylic coupling of this intermediate afforded a variety of functionalized phthalides in 73-96% yields.
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Texto completo: 1 Base de dados: MEDLINE Assunto principal: Paládio / Compostos Alílicos Idioma: En Ano de publicação: 2022 Tipo de documento: Article
Texto completo
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XML
PubMed Links
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Texto completo: 1 Base de dados: MEDLINE Assunto principal: Paládio / Compostos Alílicos Idioma: En Ano de publicação: 2022 Tipo de documento: Article