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Direct Assembly of Prenylated Heteroarenes through a Cascade Minisci Reaction/Dehydration Sequence

The prenyl group is an important component in bioactive compounds. Herein, we report the assembly of prenylated heteroarenes through a cascade Minisci reaction and acid‐promoted dehydration sequence. The use of potassium (3‐hydroxy‐3‐methylbut‐1‐yl)trifluoroborate as a new coupling reagent allows th...

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Detalles Bibliográficos
Autores principales: Tan, Dong‐Hang, Zeng, Yao‐Fu, Liu, Yao, Lv, Wen‐Xin, Li, Qingjiang, Wang, Honggen
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5167326/
https://www.ncbi.nlm.nih.gov/pubmed/28032022
http://dx.doi.org/10.1002/open.201600096
Descripción
Sumario:The prenyl group is an important component in bioactive compounds. Herein, we report the assembly of prenylated heteroarenes through a cascade Minisci reaction and acid‐promoted dehydration sequence. The use of potassium (3‐hydroxy‐3‐methylbut‐1‐yl)trifluoroborate as a new coupling reagent allows the direct introduction of prenyl and 3‐hydroxy‐3‐methylbutyl groups to a wide variety of electron‐deficient heteroarenes. Synthetic application is also demonstrated.