Ohmic Heating-Assisted Synthesis of 3-Arylquinolin-4(1H)-ones by a Reusable and Ligand-Free Suzuki-Miyaura Reaction in Water

• Tipo: Artigo em Revista Científica Internacional
• Data: 2015

Autores

Pinto, J (Autor) Outra; Silva, VLM (Autor) Outra; Silva, AMG (Autor) REIT; Luis M N B F Santos (Autor) FCUP; Silva, AMS (Autor) Outra

Revista

Título: Journal of Organic Chemistry

Vol. 80

Páginas: 6649-6659

ISSN: 0022-3263

Editora: American Chemical Society

Indexação

ISI Web of Knowledge - 25 Citações

Scopus - 27 Citações

Outras Informações

ID Authenticus: P-00G-DXS

DOI: 10.1021/acs.joc.5b00793

Abstract (EN): Potential bioactive 3-arylquinolin-4(1H)-ones were synthesized under ohmic heating using an efficient, reusable, and ligand-free protocol developed for the Suzuki-Miyaura coupling of 1-substituted-3-iodoquinolin-4(1H)-ones with several boronic acids in water using Pd(OAc)(2) as a catalyst and tetrabutylammonium bromide (TBAB) as the phase transfer catalyst. Good substrate generality, ease of execution, short reaction time, and practicability make this method exploitable for the generation of libraries of B ring-substituted 3-arylquinolin-4(1H)-ones. After a simple workup, the Pd/catalyst-H2O-TBAB system could be reused for at least seven cycles without significant loss of activity.

Idioma: Inglês

Tipo (Avaliação Docente): Científica

Nº de páginas: 11