60477-29-4

Upstream product

• 150-76-5 4-methoxy-phenol 
• 598-21-0 2-Bromoacetyl bromide 

Downstream Products

• 102690-43-7 <(4-Methoxyphenoxycarbonyl)methyl>triphenylphosphoniumbromid 
• 1612216-59-7 4-methoxyphenyl 2-iodoacetate 
• 1200-06-2 4-methoxyphenyl acetate 
• 1416434-14-4 4-methoxyphenyl 2-diazoacetate 
• 102690-49-3 (4-Methoxyphenyl)-2,3-butadienoat 

Relevant academic research and scientific papers

Low-Temperature Intramolecular [4+2] Cycloaddition of Allenes with Arenes for the Synthesis of Diene Ligands

The intramolecular [4+2] cycloaddition between arenes and allenes first reported by Himbert gives rapid access to rigid polycyclic scaffolds. Herein, we report a one-pot oxyalkynylation/cycloaddition reaction proceeding under mild conditions (23–90 °C) an

Biomimetic synthesis and anti-inflammatory evaluation of violacin A analogues

Violacin A, a chromanone derivative, isolated from a fermentation broth of Streptomyces violaceoruber, has excellent anti-inflammatory potential. Herein, a biogenetically modeled approach to synthesize violacin A and twenty-five analogues was described, which involved the preparation of aromatic polyketide precursor through Claisen condensation and its spontaneous cyclization. The inhibitory effect on nitric oxide (NO) production of all synthetic molecules was evaluated by lipopolysaccharide (LPS)-induced Raw264.7 cells. The results revealed that introduction of aliphatic amine moieties on C-7 obviously improved the anti-inflammation effect of violacin A, and also the aromatic ether instead of ketone group at side chain was favorable to increase the activity. Among them, analogue 7a and 16d were screened as the most effective anti-inflammatory candidates. Molecular mechanism research revealed that 7a and 16d acquired anti-inflammatory ability due to the inhibition of NF-κB signaling pathway.

Two Distinct Ag(I)- And Au(I)-Catalyzed Olefinations between α-Diazo Esters and N-Boc-Derived Imines

Metal-catalyzed reactions between α-diazo esters and imines were well-known to yield aziridine derivatives exclusively. This work reports two new olefination reactions between N-Boc-derived (Boc = tert-Butyloxycarbonyl) imines and α-diazo esters with Ag(I) and Au(I) catalysts, respectively. Our mechanistic studies reveal that these new olefinations involve an initial attack of diazo esters on metal/imine complexes to form Mannich-addition intermediates, which subsequently afford α-aryl-β-aminoacrylates via a Roskamp reaction, or to form β-aryl-β-aminoacrylates via the formation of silver carbenes.

On the synthesis, characterization and reactivity of n-heteroaryl-boryl radicals, a new radical class based on five-membered ring ligands

The synthesis and physical characterization of a new class of N-heterocycle-boryl radicals is presented, based on five membered ring ligands with a N(sp2) complexation site. These pyrazole-boranes and pyrazaboles exhibit a low bond dissociation energy (BDE; B-H) and accordingly excellent hydrogen transfer properties. Most importantly, a high modulation of the BDE(B-H) by the fine tuning of the N-heterocyclic ligand was obtained in this series and could be correlated with the spin density on the boron atom of the corresponding radical. The reactivity of the latter for small molecule chemistry has been studied through the determination of several reaction rate constants corresponding to addition to alkenes and alkynes, addition to O 2, oxidation by iodonium salts and halogen abstraction from alkyl halides. Two selected applications of N-heterocycle-boryl radicals are also proposed herein, for radical polymerization and for radical dehalogenation reactions.

N-heterocyclic carbene-catalyzed Ireland-Coates claisen rearrangement: Synthesis of functionalized β-lactones

The N-heterocyclic carbene (NHC)-catalyzed Claisen rearrangement of hybrid Ireland-Coates structures has been achieved, allowing the stereoselective synthesis of highly functionalized β-lactones. The reaction proceeds with high diastereoselectivity (>20:1

Cycloadditions, 15. - Influence of Substituents in p-, m-, and o-Position of the Arene onto the Intramolecular Diels-Alder Reaction of Allenecarboxylic Acid Anilides and Phenyl Esters

The ylides 3 and 8 (synthesized via the bromoacetic acid amides 1 and -esters 6 and via the phosphonium bromides 2 and 7) react with ketene to give the allenecarboxanilides 4 and the phenyl allenecarboxylates 9.Thermolysis in boiling xylene of all derivat