Ruthenium-Catalyzed Tandem Carbene/Alkyne Metathesis/N-H insertion. Synthesis of Benzofused Six-Membered Azaheterocycles

Cp*RuCl-based catalyst enables the expedient access to a variety of benzofused six- membered azaheterocycles from unprotected o-alkynylanilines and trimethylsilyldiazomethane through an unprecedent tandem carbene/alkyne metathesis/N-H insertion reaction. The transformation takes place under mild rea...

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Detalles Bibliográficos
Autores: Padín Santos, Damián, Varela Carrete, Jesús Ángel, Saá Rodríguez, Carlos
Tipo de recurso: artículo
Fecha de publicación:2020
País:España
Institución:Universidad de Santiago de Compostela (USC)
Repositorio:Minerva. Repositorio Institucional de la Universidad de Santiago de Compostela
Idioma:inglés
OAI Identifier:oai:minerva.usc.gal:10347/23357
Acceso en línea:http://hdl.handle.net/10347/23357
Access Level:acceso abierto
Descripción
Sumario:Cp*RuCl-based catalyst enables the expedient access to a variety of benzofused six- membered azaheterocycles from unprotected o-alkynylanilines and trimethylsilyldiazomethane through an unprecedent tandem carbene/alkyne metathesis/N-H insertion reaction. The transformation takes place under mild reaction conditions (room temperature, < 15 min) and with excellent functional group tolerance. The synthetic utility of the final products and a mechanistic rationale are also discussed.