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 
• 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 
• 51384-73-7 4-phenyl-3-penten-2-one 
• 124-38-9 carbon dioxide 
• 1743-36-8 1-phenylbut-3-yn-1-ol 
• 69626-39-7 1-phenylbuta-2,3-dien-1-one 
• 1364680-34-1 methyl 3-hydroxy-3-phenylhexa-4,5-dienoate 

Downstream Products

• 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 
• 827-69-0 (E)-4-phenyl-3-penten-2-one 
• 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.

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.

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