Synthesis Of 3-substituted Furans Research Articles

Synthesis of 3‐Substituted Furans by Hydroformylation.

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An Improved Synthesis of 3-Substituted Furans from Substituted Butene-1,4-diols

A two-phase mixture of water and hexanes improves the yields of furans produced by the oxidation of butene-1,4-diols.

Synthesis of 3-substituted furans

A method for the preparation of 3-substituted furans starting with the addition of bis(phenylthio)methyllithium to an ester, followed by a sequence consisting of a Wittig reaction, a DIBAL-H reduction and an iodine-mediated cyclization is described.

ChemInform Abstract: Synthesis of 3‐Substituted Furans by Directed Lithiation and Palladium‐Catalyzed Coupling.

AbstractCompound (I) with a protected 5‐position is lithiated at the 3‐position and subsequently converted to a bromozinc intermediate.

Synthesis of 3-substituted furans by directed lithiation and palladium catalysed coupling

The 5-position of the furan ring of 4,4-dimethyl-2-(2-furyl)oxazoline (1a) was protected by a trimethylsityl group. The product, compound (2a), was then lithiated at the 3-position with sec-butyllithium and converted to the bromozinc species (2d) with zinc bromide. Coupling reactions with a range cf aryl-, acyl-, and vinyl halides were performed with Pd(PPh3)4 as catalyst. The reaction with (l-bromoethenyl)- trimethylsilane is abnormal in that it gives a mixture of two products (2l) and (2m). The origin of the abnormal product (2l) is discussed. The coupling reactions of this silane with 2-thienyl-, 2-furyl-, and phenyl-zinc bromide have also been carried out: in each case, a mixture of the expected coupling product and an isomer, the ethen-2-yltrimethylsilane, was obtained. The ratio of products is shown to depend upon the temperature at which the coupling is carried out. 4,4-Dimethyl-2-(2-thienyl)oxazoline (1b) was lithiated at the 3-position of the thiophene ring and coupled to iodobenzene without protection of the5-position.

Synthesis of 3-substituted furans from 3- C-substituted hexuloses

Addition of Grignard reagents to the hexodiulose obtained from oxidation of 1,2:4,5-di- O-isopropylidene-β- d-fructopyranose gave the corresponding 3- C-substituted hexuloses. A simple procedure for the direct conversion of these C-alkylated or -arylated hexuloses (heating with pyridinium chloride) to new 3-substituted 5-hydroxymethyl-2-furancarboxaldehydes is described.

Synthesis of 3-substituted furans

Synthesis of 3-substituted furans

Synthesis of 3-substituted furans and the formation of 3-(4,8,12-tri-methyltridecyl)furan

3-(4,8,12-Trimethyltridecyl)furan (I) was isolated from cigarette smoke condensate and its structure was confirmed by synthesis. During attempts at synthesis, two general routes to 3-substituted furans were investigated. In the first, greatly improved procedures for the preparation of 3-furoic acid were devised; the second involved thermal cyclisation and dehydration of 1,2,3,4-tetraols.

The Synthesis of 3-Substituted Furans

The Synthesis of 3-Substituted Furans