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:
Communications
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
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author Tan, Dong‐Hang
Zeng, Yao‐Fu
Liu, Yao
Lv, Wen‐Xin
Li, Qingjiang
Wang, Honggen
author_facet Tan, Dong‐Hang
Zeng, Yao‐Fu
Liu, Yao
Lv, Wen‐Xin
Li, Qingjiang
Wang, Honggen
author_sort Tan, Dong‐Hang
collection PubMed
description 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.
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spelling pubmed-51673262016-12-28 Direct Assembly of Prenylated Heteroarenes through a Cascade Minisci Reaction/Dehydration Sequence Tan, Dong‐Hang Zeng, Yao‐Fu Liu, Yao Lv, Wen‐Xin Li, Qingjiang Wang, Honggen ChemistryOpen Communications 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. John Wiley and Sons Inc. 2016-10-11 /pmc/articles/PMC5167326/ /pubmed/28032022 http://dx.doi.org/10.1002/open.201600096 Text en © 2016 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution‐NonCommercial (http://creativecommons.org/licenses/by-nc/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes.
spellingShingle Communications
Tan, Dong‐Hang
Zeng, Yao‐Fu
Liu, Yao
Lv, Wen‐Xin
Li, Qingjiang
Wang, Honggen
Direct Assembly of Prenylated Heteroarenes through a Cascade Minisci Reaction/Dehydration Sequence
title Direct Assembly of Prenylated Heteroarenes through a Cascade Minisci Reaction/Dehydration Sequence
title_full Direct Assembly of Prenylated Heteroarenes through a Cascade Minisci Reaction/Dehydration Sequence
title_fullStr Direct Assembly of Prenylated Heteroarenes through a Cascade Minisci Reaction/Dehydration Sequence
title_full_unstemmed Direct Assembly of Prenylated Heteroarenes through a Cascade Minisci Reaction/Dehydration Sequence
title_short Direct Assembly of Prenylated Heteroarenes through a Cascade Minisci Reaction/Dehydration Sequence
title_sort direct assembly of prenylated heteroarenes through a cascade minisci reaction/dehydration sequence
topic Communications
url 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
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