- K2CO3-promoted domino reactions: construction of functionalized 2,3-dihydrobenzofurans and clofibrate analogues.
K2CO3-promoted domino reactions: construction of functionalized 2,3-dihydrobenzofurans and clofibrate analogues.
The Journal of organic chemistry (2011-07-29)
Qu-Bo Li, Fei-Ting Zhou, Zheng-Geng Liu, Xue-Feng Li, Wei-Dong Zhu, Jian-Wu Xie
PMID21793488
ABSTRACT
The K(2)CO(3)-catalyzed domino reactions (Michael alkylation, Mannich alkylation, and aldol alkylation) of salicylic aldehyde derivatives (2-hydroxyaryl-α,β-unsaturated ketones, 2-hydroxyarylnitroalkenes, 2-hydroxyarylimines, and salicylic aldehydes) and 2-halo-1,3-dicarbonyl compounds (diethyl α-bromomalonate, diethyl α-chloromalonate, ethyl 2-chloroacetoacetate, and 3-chloropentane-2,4-dione) were carried out under mild conditions to provide a series of functionalized 2,3-dihydrobenzofurans in moderate to excellent yields. The novel transformations simultaneously gave a series of clofibrate analogues, which possess various substitution patterns.
MATERIALS
Product Number
Brand
Product Description
Sigma-Aldrich
Potassium carbonate, meets analytical specification of Ph. Helv., puriss., anhydrous, granulated, 99-101% (calc. to the dried substance)
Sigma-Aldrich
Potassium carbonate, anhydrous, free-flowing, −325 mesh, Redi-Dri™, reagent grade, ≥98%