Direct Assembly of Prenylated Heteroarenes through a Cascade Minisci Reaction/Dehydration Sequence. Issue 6 (11th October 2016)

• Record Type: Journal Article
• Authors: Tan, Dong‐Hang; Zeng, Yao‐Fu; Liu, Yao; Lv, Wen‐Xin; Li, Qingjiang; Wang, Honggen
• Is Part Of: ChemistryOpen. Volume 5:Issue 6(2016:Dec.)
• Page Start: 535
• Page End: 539
• Publication Date: 2016-10-11
• Subjects: dehydration -- heteroarenes -- Minisci reaction -- prenylation -- radical addition; Chemistry -- Periodicals; 540; 540.5
• DOI: 10.1002/open.201600096
• Languages: English
• ISSNs: 2191-1363

Abstract

Abstract: 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. Abstract : Prenylated heteroarenes : The prenyl group is prevalent as an important component in bioactive compounds. The assembly of prenylated heteroarenes is realized 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 direct introduction of prenyl and 3‐hydroxy‐3‐methylbutyl groups to a wide variety of electron‐deficient heteroarenes.