4467-33-8

Upstream product

• 28557-00-8 phenylzinc chloride 
• 132559-91-2 4-bromo-6-methyl-2H-pyran-2-one 
• 18777-04-3 (Z)-3-iodo-3-phenyl-2-propenoic acid 
• 53915-69-8 allenyltributylstannane 
• 98-80-6 phenylboronic acid 
• 31913-41-4 6-methyl-4-tosyloxy-2(2H)-pyranone 
• 3958-47-2 triphenylindium 
• 675-10-5 4-hydroxy-6-methyl-2-pyron 
• 51384-73-7 4-phenyl-3-penten-2-one 
• 124-38-9 carbon dioxide 
• 22073-80-9 4-acetoxy-6-methyl-2H-2-pyranone 
• 108-86-1 bromobenzene 
• 1160790-44-2 4-(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)-6-methyl-2H-pyran-2-one 
• 1743-36-8 1-phenylbut-3-yn-1-ol 

Downstream Products

• 827-69-0 (E)-4-phenyl-3-penten-2-one 
• 94079-08-0 6-Methyl-2-(2-phenyl-2-oxoethyl)thio-4-phenylthiopyryliumbromid 
• 94079-10-4 6-Methyl-2-methylthio-4-phenylthiopyryliumiodid 
• 64978-82-1 2-(6-Methyl-4-phenyl-2H-thiopyran-2-yliden)-1-phenylethanthion 
• 94079-12-6 2-(6-Methyl-4-phenyl-2H-thiopyran-2-yliden)-1-phenylethanon 
• 94079-06-8 6-Methyl-4-phenyl-2H-thiopyran-2-thion 
• 94079-04-6 6-Methyl-4-phenyl-2H-thiopyran-2-on 
• 94079-26-2 6-Methyl-4-phenyl-2H-pyran-2-thion 
• 50405-74-8 1-hydroxy-4-phenyl-6-methyl-2-pyridone 

Relevant academic research and scientific papers

Oxidative addition of activated aryl-carboxylates to Pd(0): divergent reactivity dependant on temperature and structure

With the exception of activated sulfonate esters, oxidative addition of Ar-O bonds to Pd(0) complexes is extremely rare. This has led to a general perception that Pd-catalyzed cross-coupling is not feasible with O-based electrophiles such as aryl esters. We report that pyrone and coumarin esters do undergo oxidative addition to Pd(PCy3)2, with Pd insertion into either the acyl-O or Ar-O bond. Addition of the acyl-O bond to Pd(0) is kinetically favoured and reversible, while addition of the Ar-O bond is thermodynamically favoured. Using a larger and more electron-rich pivalate derivative disfavours acyl-O cleavage, enabling selective oxidative addition of the Ar-O bond and corresponding catalytic cross-coupling.

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

Catalyst- And additive-free Baeyer-Villiger-type oxidation of α-iodocyclopentenones to α-pyrones: Using air as the oxidant

An efficient synthetic approach for the synthesis of α-pyrones via Baeyer-Villiger-type oxidation of α-iodocyclopentenones through a catalyst- and additive-free system using air as an environmentally benign oxidant is described. The reaction exhibits excellent functional group compatibility and provides a simple and efficient protocol for the construction of highly functionalized α-pyrones under mild reaction conditions.

Green synthesis method of alpha-pyrone compound

The invention provides a green synthesis method of an alpha-pyrone compound. According to the method, an alpha-iodo-cyclopentenone compound is taken as a raw material, air is taken as an oxidizing agent, a heating reaction is carried out in a solvent, and

Cobalt-Catalyzed Cross-Couplings between Alkenyl Acetates and Aryl or Alkenyl Zinc Pivalates

CoBr2 (5 mol %) in the presence of 2,2′-bipyridyl (5 mol %) enables electrophilic alkenylations between easily accessible alkenyl acetates or tosylates and various functionalized aryl zinc pivalates at ambient temperature. This cobalt-catalyzed

Carboxylative cyclization of substituted propenyl ketones using CO2: Transition-metal-free synthesis of Α-pyrones

Carbon dioxide is a green carboxylative reagent due to its non-toxic and renewable properties. Described herein is a carboxylative cyclization of substituted 1-propenyl ketones via γ-carboxylation using CO2, which provides an efficient, transit

Environmentally sustainable and chemo-selectively favorable synthesis of substituted 2H-Pyran-2-ones in water under MWI

In this paper, a novel synthesis of diversely substituted 2H-pyran-2-ones via the tandem reaction of 3-hydroxyhexa-4,5-allenic esters in water under the promotion of MWI has been developed. Compared with those reactions carried out in organic solvents, wa

Tandem reaction of 3-hydroxyhexa-4,5-allenic esters: A novel access to diversely substituted 2H-pyran-2-ones and indenes

A highly efficient synthesis of diversely substituted 2H-pyran-2-ones and indenes through Bronsted acid promoted tandem reaction of the readily obtainable 3-hydroxyhexa-4,5-allenic esters under extremely mild conditions has been developed. The Royal Society of Chemistry 2012.

Room temperature nickel(II) complexes [(4-MeOC6H 4)Ni(PCy3)2OTs and Ni(PCy3) 2X2]-catalyzed cross-coupling reactions of aryl/alkenyl sulfonates with arylboronic acids

Room temperature nickel(II) complexes [(4-MeOC6H 4)Ni(PCy3)2OTs and Ni(PCy3) 2X2 (X=Cl, Br)]-catalyzed cross-coupling reactions of aryl/alkenyl sulfonates with arylboronic acids are described. The nickel(II) complex (4-MeOC6H4)Ni(PCy3)2OTs proved to be a general catalyst for the Suzuki-Miyaura cross-coupling reactions of aryl sulfonates with arylboronic acids. By limiting the amount of the water in the initial catalytically active Ni(0) species generation stage, Ni(PCy 3)2X2 (X=Cl, Br) could also be efficient catalysts for the cross-coupling reactions a variety of aryl/activated alkenyl tosylates with arylboronic acids. The mild reaction condition, the easy availability of the catalysts and excellent coupling yields make these catalyst systems potentially useful in organic synthesis. Copyright

Rapid access to 4-substituted-pyrones and 2(5H)-furanones via a palladium-catalyzed C-OH bond activation

An efficient palladium-catalyzed cross-coupling reaction of 4-hydroxy-pyrone or 4-hydroxy-2(5H)-furanone with arylboronic acid is described, which affords the 4-substituted-pyrones and 2(5H)-furanones in good yields. This transformation proceeds through a C-OH bond activation under mild conditions.