4915-22-4

The invention discloses a synthesis method of a furan acetate compound, wherein the synthesis method comprises the steps: by taking a furfuryl alcohol compound as a raw material, carbon monoxide gas as a carbonyl source and an ester compound as an additive, carrying out carbonylation reaction in an organic solvent under the action of a catalyst to obtain the furan acetate compound, wherein the catalyst is a combination of alkali, palladium metal salt and a phosphine-containing ligand. The furfuryl alcohol compound is used as the raw material, the furan acetate compound is synthesized by increasing the carbon number of the furfuryl alcohol compound through carbonylation, the synthesis process is simple, the synthesis condition is mild, the cost is low, the yield of furfuryl acetate is high, and meanwhile conversion and utilization of renewable resource biomass furfuryl alcohol are achieved.

Polyalkyl furans are widespread in nature, often performing important biological roles. Despite a plethora of methods for the synthesis of tetrasubstituted furans, the construction of tetraalkyl furans remains non-trivial. The prevalence of alkyl groups in bioactive furan natural products, combined with the desirable bioactivities of tetraalkyl furans, calls for a general synthetic protocol for polyalkyl furans. This paper describes a Michael–Heck approach, using sequential phosphine-palladium catalysis, for the preparation of various polyalkyl furans from readily available precursors. The versatility of this method is illustrated by the total syntheses of nine distinct polyalkylated furan natural products belonging to different classes, namely the furanoterpenes rosefuran, sesquirosefuran, and mikanifuran; the marine natural products plakorsins A, B, and D and plakorsin D methyl ester; and the furan fatty acids 3D5 and hydromumiamicin.

We report the catalytic addition of C-H bonds at the C2 position of heteroarenes, including pyrroles, indoles, benzofurans, and furans, to unactivated terminal and internal alkenes. The reaction is catalyzed by a combination of Ni(COD)2 and a sterically hindered, electron-rich N-heterocyclic carbene ligand or its analogous Ni(NHC)(arene) complex. The reaction is highly selective for anti-Markovnikov addition to α-olefins, as well as for the formation of linear alkylheteroarenes from internal alkenes. The reaction occurs with substrates containing ketones, esters, amides, boronate esters, silyl ethers, sulfonamides, acetals, and free amines.

A method for synthesis of α-aryl/heteroaryl alkanoic acids involving oxidative rearrangement of alkyl aryl/heteroaryl ketones by 1,2-aryl/heteroaryl shift using iodic acid is described. ARKAT-USA, Inc.

Cyclization of 1,3-bis-silyl enol ethers with 1-chloro-2,2-dimethoxyethane allowed an efficient, regio- and diastereo-selective synthesis of a variety of 2-alkylidene-4-methoxy-tetrahydrofurans. The TFA-mediated elimination of methanol resulted in the formation of functionalized furans. Simi larly, 2,3,3a,4,5,6-hexahydro-2,3-benzofurans were prepared and transformed into 4,5,6,7-tetrahydro-2,3-benzofurans by treatment with TFA Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.

Functionalized furans and benzofurans were prepared by DDQ oxidation of 2-alkylidenetetrahydrofurans, which are readily available by one-pot cyclizations of 1,3-dicarbonyl dianions or 1,3-bis-silyl enol ethers.

A variety of furan-2-ylacetates have been prepared by dehydrogenation of monocyclic 2-alkylidene-tetrahydrofurans, which are readily available by cyclizations of open-chained 1,3-dicarbonyl dianions with 1-bromo-2- chloroethane. 5′H-[2,3′]Bifuranyl-2′-one

The mixed catalyst system, Fe2(SO4) 3·4H2O/concentrated H2SO4 has been applied to catalyse effectively the esterification of α,β-unsaturated acids, aliphatic acids and heterocyclic aromatic acids with ethanol and methanol.

The use of nitrile oxides bearing a masked β-oxo group as β-hydroxy-3-oxopropionylating agents for the vicinal functionalization of olefins is described.The β-hydroxy ketones revealed on hydrogenation of the initially formed 1,3-dipolar cycloaddition prod

Commercially advantageous processes for preparing thienylacetic acid, furylacetic acid or alkyl esters of these. Novel thiophene or furan derivatives that can be used as starting materials for preparing the above compounds. Processes for preparing these starting materials are also provided.