Intramolecular Addition of Heteroaryllithiums onto Activated Alkenes. Access to Heterofused Indolizines and Pyrroloazepines

Heteroaryllithiums, obtained via MesLi mediated halogen- lithium exchange, undergo intramolecular addition onto acrylamide and acrylate moieties. Both electron rich (thiophenyl) and electron deficient (pyridinyl, quinolinyl) heteroaromatic halides can be used for the formation of six- and seven memb...

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Detalhes bibliográficos
Autores: Rebolledo Azcargorta, Ane, Coya Díaz de Sarralde, Estibaliz, Panaite, Ana María, Sotomayor Anduiza, María Nuria, Lete Expósito, María Esther
Formato: artículo
Fecha de publicación:2017
País:España
Recursos:Universidad del País Vasco
Repositorio:Addi. Archivo Digital para la Docencia y la Investigación
OAI Identifier:oai:addi.ehu.eus:10810/64228
Acesso em linha:http://hdl.handle.net/10810/64228
Access Level:acceso abierto
Palavra-chave:heteroaryllithium
carbolithiation
cyclization
nitrogen heterocycles
carbanion
Descrição
Resumo:Heteroaryllithiums, obtained via MesLi mediated halogen- lithium exchange, undergo intramolecular addition onto acrylamide and acrylate moieties. Both electron rich (thiophenyl) and electron deficient (pyridinyl, quinolinyl) heteroaromatic halides can be used for the formation of six- and seven membered rings, providing an efficient route to fused indolizines and pyrroloazepines in moderate to good yields.