43020-09-3

Upstream product

• 146896-45-9 3-acetyl-4,5-dihydro-5-methylene-2-phenylfuran 
• 93-91-4 1-phenylbutan-1,3-dione 
• 70244-88-1 1-phenyl-2-(prop-2-ynyl)butane-1,3-dione 
• 81396-46-5 3-benzoylhexane-2,5-dione 
• 146896-35-7 3-acetyl-4,5-dihydro-2-phenyl-5-<(phenylseleno)methyl>furan 
• 10225-38-4 1-phenyl-2-(2-propenyl)-1,3-butanedione 
• 106-96-7 propargyl bromide 
• 105-53-3 diethyl malonate 
• 183210-32-4 5-methyl-2-phenylfuran-3-carbonyl chloride 

Downstream Products

• 90043-57-5 5-Acetyl-1-methyl-4-phenyl-2,3,7-trioxabicyclo<2.2.1>hept-5-ene 
• 183210-43-7 3-acetyl-5-(bromomethyl)-2-phenylfuran 
• 90043-64-4 1-((2R,3R)-3-Acetyl-2-benzoyl-oxiranyl)-ethanone 
• 90043-64-4 1-((2R,3S)-3-Acetyl-2-benzoyl-oxiranyl)-ethanone 
• 60975-12-4 (Z)-3-Benzoyl-hex-3-ene-2,5-dione 

Relevant academic research and scientific papers

Synthesis of 3-Carbonyl Trisubstituted Furans via Pd-Catalyzed Aerobic Cycloisomerization Reaction: Development and Mechanistic Studies

Herein, we report the synthesis of 3-carbonyl-trisubstituted furans via Pd-catalyzed oxidative cycloisomerization reactions of 2-alkenyl-1,3-dicarbonyl scaffolds, using molecular oxygen as the sole oxidant to regenerate active palladium catalytic species, featuring good functional tolerance and mild reaction conditions. Deep investigation of intermediates and transition states of the reaction mechanism were conducted via experimental and DFT studies, providing a detailed mechanistical profile. The new developed methodology presents a greener alternative to Wacker-type cycloisomerizations and avoids the use of stoichiometric amounts of oxidants and strong acid additives.

Acid-Promoted One-Pot Synthesis of Substituted Furan and 6-Methylpyrazin-2(1 H)-one Derivatives via Allene Intermediate Formed in Situ

Under the acidic conditions, substituted furans were constructed from γ-alkynyl ketones through corresponding allene intermediates in one-pot. The methodology was also tailored to a series of the Ugi reaction products for the synthesis of 6-methylpyrazin-2(1H)-one derivatives. The current method offered significant advantages for the combinatorial applications of these chemical scaffolds.

Method for preparing poly-substituted furan compound by condensing tricarbonyl compound under effect of titanium tetrachloride

The invention provides a method for preparing a poly-substituted furan compound by condensing a tricarbonyl compound under an effect of titanium tetrachloride. The method comprises the following steps: by taking methylene dichloride or methylbenzene as a solvent, causing the tricarbonyl compound react with titanium tetrachloride while stirring under inert gas shielding, ending the reaction and then separating, thereby acquiring the poly-substituted furan compound. The compounding method provided by the invention has the characteristics of easily acquired raw materials, low cost, mild reaction condition, simple and easily controlled operation, less side reaction, simple post-processing, higher product yield, capability of greatly saving production cost, higher economic benefit and suitability for industrial mass production.

Bi(OTf)3-mediated cycloisomerization of γ-alkynyl arylketones: Application to the synthesis of substituted furans

A novel Bi(OTf)3-mediated cycloisomerization of γ-alkynyl arylketones 4, 7, or 10 with molecular sieve (MS) in MeNO2 affords 3-substituted furans 3, 8, or 11 at rt for 3 h in moderate to good yields. The method provides mild, less-to

Polymer-supported selenium-induced electrophilic cyclization: Solid-phase synthesis of poly-substituted dihydrofurans and tetrahydrofurans

Poly-substituted dihydrofurans and tetrahydrofurans have been synthesized through polymer-supported selenium-induced intramolecular electrophilic cyclization, followed by selenoxide syn-elimination or novel nucleophilic substitution cleavage of selenium resin with good yields and purities. Graphical Abstract

Sequential alkylation/transition metal catalysed annulation reactions of 1,3-dicarbonyl compounds with propargyl bromide

β-Diketones, β-ketoesters and βketonitriles in the presence of propargyl bromide, DBU and a catalytic amount of CuI in toluene give 2,3,5-trisubstituted furans through sequential alkylation/cyclisation/isomerisation reactions. (C) 2000 Elsevier Science Ltd.

Halomethyl derivatives of 2-phenylfurans in the Arbuzov and Michaelis-Becker reactions

The α-phenyl substituent in 3-(chloromethyl)furan, nonconjugated with the reaction center, does not hinder the nucleophilic attack of phosphite anion under conditions of the Michaelis-Becker reaction, while in the isomer with a conjugated phenyl substituent the halogen atom is attacked under the same conditions. Reaction of the latter with trimethyl phosphite yields the corresponding phosphonate. Phosphorylation of 5-(bromomethyl)-2-phenylfuran derivatives containing acceptor substituents in the β-position of the furan ring with trimethyl phosphite in the presence of amyl alcohol as proton donor involves no attack of the phosphite on the halogen atom and the products of the classic Arbuzov reaction are formed.

Elimination Reactions of Terminal β-Oxy Selenoxides. Synthesis of Aryl and Vinyl Enol Ethers and of Furans, Oxazoles, and Thiazoles

Elimination reactions of terminal selenoxides holding an alkoxy group in the β-position, RCH(OR)CH2SeOPh, are usually difficult and can give rise to complex reaction mixtures.We report that these reactions take place more easily whenever the oxygen atom is linked to an unsaturated group (-CH=CHR, -Ar, -CR=O, -CH=NR).These selenoxides are easily available, and the elimination reaction was employed to effect useful syntheses of both open-chain and cyclic aryl and vinyl enol ethers.Moreover, by simple isomerization with acids or bases the cyclic derivatives can be transformed into the corresponding furans.The same procedure has been employed to synthesize substituted oxazoles and thiazoles also.