One-pot preparation of 4-aryl-3-bromocoumarins from 4-aryl-2-propynoic acids with diaryliodonium salts, TBAB, and Na(2)S(2)O(8)

Various 4-aryl-3-bromocoumarins were smoothly obtained in moderate yields in one pot by treating 3-aryl-2-propynoic acids with diaryliodonium triflates and K(2)CO(3) in the presence of CuCl, followed by the reaction with tetrabutylammonium bromide (TBAB) and Na(2)S(2)O(8). The obtained 3-bromo-4-phe...

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Detalles Bibliográficos
Autores principales: Sasaki, Teppei, Moriyama, Katsuhiko, Togo, Hideo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2018
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5815302/
https://www.ncbi.nlm.nih.gov/pubmed/29507639
http://dx.doi.org/10.3762/bjoc.14.22
Descripción
Sumario:Various 4-aryl-3-bromocoumarins were smoothly obtained in moderate yields in one pot by treating 3-aryl-2-propynoic acids with diaryliodonium triflates and K(2)CO(3) in the presence of CuCl, followed by the reaction with tetrabutylammonium bromide (TBAB) and Na(2)S(2)O(8). The obtained 3-bromo-4-phenylcoumarin was transformed into 4-phenylcoumarin derivatives bearing C–H, C–S, C–N, and C–C bonds at 3-position.

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