57200-23-4

Upstream product

• 42435-82-5 3-Phenylsulfanylfuran-2(5H)-one 
• 591-50-4 iodobenzene 
• 66661-71-0 4-hydroxy-2-phenylbut-2-en-4-olide 
• 201230-82-2 carbon monoxide 
• 536-74-3 phenylacetylene 
• 16537-09-0 t-butyl phenylacetate 
• 213380-63-3 sulfide 
• 145439-08-3 3-(tributylstannyl)-(5H)-furan-2-one 
• 67-56-1 methanol 
• 1200-70-0 4,5-dihydro-3-hydroxy-3-phenyl-2(3H)-furanone 
• 86735-66-2 methyl 4-bromotetrahydro-3-phenyl-2-oxo-3-furancarboxylate 
• 145099-78-1 ethyl (Z)-4-(tert-butyldimethylsilyloxy)-2-phenyl-2-butenoate 
• 111571-80-3 (Z)-4-diethylphosphonooxy-2-phenyl-2-butenenitrile 
• 91632-67-6 2-(methylthio)-3-phenylfuran 

Downstream Products

• 6836-98-2 3-phenyldihydrofuran-2-one 
• 129266-26-8 2-C-(2,5-dihydro-2-oxo-3-phenylfur-5-yl)lactic acid 
• 1402611-78-2 4-phenyl-2-(prop-2-en-1-yl)furan 
• 1402611-64-6 3-phenylfuran-2-yl prop-2-en-1-yl carbonate 
• 1427729-71-2 3-phenyl-3-(prop-2-en-1-yl)-2,3-dihydrofuran-2-one 
• 1452899-84-1 (3R)-3-phenyl-3-(prop-2-en-1-yl)-2,3-dihydrofuran-2-one 

Relevant academic research and scientific papers

Stille reactions of 2,3-bis(stannyl)butenoates: An unexpected regioselectivity

The palladium-catalyzed cross-coupling reaction of methyl (Z)-2,3-bis(tributylstannyl)butenoate with aryl iodides is regioselective, leading to 2-aryl-3-stannylated products; this selectivity is the opposite to that observed in the reaction between halide

An unusual palladium-catalyzed carbonylative cyclization of β-bromovinyl aldehydes leading to lactones

β-Bromovinyl aldehydes are carbonylatively cyclized under carbon monoxide pressure in MeCN at 100 °C in the presence of a catalytic amount of a palladium catalyst along with a base to give the corresponding lactones in high yields.

An evaluation of palladium-based catalysts for the base-free borylation of alkenyl carboxylates

Synthesis of organoboron derivatives is a key application of catalytic cross-coupling, with the Pd-catalyzed Miyaura borylation among the most versatile methods available. We have evaluated several Pd-based systems for borylation of alkenyl acetates and p

Cobalt-Catalyzed Vinylic C-H Addition to Formaldehyde: Synthesis of Butenolides from Acrylic Acids and HCHO

A carboxyl-assisted C-H functionalization of acrylic acids with formaldehyde to give butenolides is described. It is the first time that the addition of an inert vinylic C-H bond to formaldehyde has been achieved via cobalt-catalyzed C-H activation. The unique reactivity of the cobalt species was observed when compared with related Rh or Ir catalysts. γ-Hydroxymethylated butenolides were produced by the treatment of Na2CO3 after the catalytic reaction in one pot.

Synthesis method of butene lactone compound

The invention discloses a synthesis method of a butene lactone compound, which comprises the following steps: adding an acrylic acid compound, paraformaldehyde, pentamethyl cyclopentadienyl carbonyl cobalt diiodide, AgSbF6 and sodium acetate into an organic solvent, heating under an air condition to react, and after the reaction is completed, performing post-treatment to obtain the butene lactone compound. According to the method, the butene lactone compound is synthesized from simple and easily available raw materials through a one-pot method, the conversion efficiency is high, and the step economy is good; meanwhile, the synthesis method is simple to operate, high in reaction yield and wide in substrate universality.

Diastereoselective Trapping of Transient Carboxylic Oxonium Ylides with α,β-Unsaturated 2-Acyl Imidazoles

By developing a diastereoselective reaction of cyclopropene carboxylic acids with α,β-unsaturated 2-acyl imidazoles, we reported here a Michael-type trapping of transient carboxylic oxonium ylides. This transformation provides a direct approach for the construction of valuable γ-butenolide derivatives in good yields (60–99%) with high diastereoselectivities (up to >95:5 dr) under mild reaction conditions. (Figure presented.).

Butenolide synthesis from functionalized cyclopropenones

A general method to synthesize substituted butenolides from hydroxymethylcyclopropenones is reported. Functionalized cyclopropenones undergo ring-opening reactions with catalytic amounts of phosphine, forming reactive ketene ylides. These intermediates can be trapped by pendant hydroxy groups to afford target butenolide scaffolds. The reaction proceeds efficiently in diverse solvents and with low catalyst loadings. Importantly, the cyclization is tolerant of a broad range of functional groups, yielding a variety of α- and γ-substituted butenolides.

Chemoselective formal β-functionalization of substituted aliphatic amides enabled by a facile stereoselective oxidation event

Aliphatic C-H functionalization is a topic of current intense interest in organic synthesis. Herein, we report that a facile and stereoselective dehydrogenation event enables the functionalization of aliphatic amides at different positions in a one-pot fa

A Sequential Pd-AAA/Cross-Metathesis/Cope Rearrangement Strategy for the Stereoselective Synthesis of Chiral Butenolides

A practical and highly enantio- (up to 94:6 er) and diastereoselective (up to >20:1 dr) synthesis of I-butenolides bearing two adjacent stereogenic centers is reported featuring a sequential direct palladium-catalyzed asymmetric allylic alkylation/(E)-selective cross-metathesis/[3,3]-sigmatropic Cope rearrangement from readily available α-substituted (5H)-furan-2-ones.

A palladium-catalyzed asymmetric allylic alkylation approach to α-quaternary γ-butyrolactones

The Pd-catalyzed asymmetric allylic alkylation (Pd-AAA) of enol carbonates derived from γ-butyrolactones is reported, affording the corresponding enantioenriched α,α′-disubstituted γ-butyrolactones in both high yields and high enantioselectivities (up to 94% ee). This method was eventually applied to the synthesis of chiral spirocyclic compounds.