Open AccessDirect Assembly of Prenylated Heteroarenes through a Cascade Minisci Reaction/Dehydration Sequence
Author(s) -
Tan DongHang,
Zeng YaoFu,
Liu Yao,
Lv WenXin,
Li Qingjiang,
Wang Honggen
Publication year - 2016
Publication title -
chemistryopen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.644
H-Index - 29
ISSN - 2191-1363
DOI - 10.1002/open.201600096
Subject(s) - prenylation , reagent , chemistry , sequence (biology) , cascade , dehydration , combinatorial chemistry , organic chemistry , biochemistry , chromatography , enzyme
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.