40501-40-4

Upstream product

• 21218-94-0 methyl 4-phenoxybenzoate 
• 271-89-6 1-benzofurane 
• 6018-41-3 methyl coumalate 
• 619-42-1 4-methoxycarbonylphenyl bromide 
• 89466-08-0 2-hydroxyphenyl boronic acid 
• 67-56-1 methanol 
• 5730-77-8 methyl 2'-amino-[1,1'-biphenyl]-4-carboxylate 

Downstream Products

• 171905-66-1 4-<2-<(2,3:4,6-di-O-isopropylidene-α-D-mannopyranosyl)oxy>phenyl>benzoic acid 
• 171905-67-2 N-<4-<2-<(2,3:4,6-di-O-isopropylidene-α-D-mannopyranosyl)oxy>phenyl>benzoyl>glycine ethyl ester 
• 171905-84-3 3-{[2'-((3aS,4R,5aR,9aR,9bS)-2,2,8,8-Tetramethyl-hexahydro-[1,3]dioxolo[4',5':4,5]pyrano[3,2-d][1,3]dioxin-4-yloxy)-biphenyl-4-carbonyl]-amino}-propionic acid ethyl ester 
• 1053641-78-3 (S)-3-Phenyl-2-{[2'-((3aS,4R,5aR,9aR,9bS)-2,2,8,8-tetramethyl-hexahydro-[1,3]dioxolo[4',5':4,5]pyrano[3,2-d][1,3]dioxin-4-yloxy)-biphenyl-4-carbonyl]-amino}-propionic acid ethyl ester 
• 101043-55-4 2-(4-methylphenyl)phenol 
• 171905-43-4 4-<2-(α-D-mannopyranosyloxy)phenyl>benzoic acid 

Relevant academic research and scientific papers

Synthesis of dibenzopyranones through palladium-catalyzed directed C-H activation/carbonylation of 2-arylphenols

Dibenzopyranones were synthesized by a palladium-catalyzed phenol-directed C-H activation/carbonylation of 2-phenylphenol derivatives in the presence of CO. Pd(OAc)2 was used as a catalyst and Cu(OAc)2 as a catalytic oxidant in the presence of air. Copyright

Divergent Diels-Alder methodology from methyl coumalate toward functionalized aromatics

An inverse electron-demand Diels-Alder reaction between methyl coumalate and electron-rich dienophiles produces substituted benzoates. A high-yielding, single-pot procedure transforms readily accessible vinyl ether, ketal, or orthoester dienophiles into functionalized aromatic systems in a versatile route.

Mechanisms of the photochemical rearrangement of diphenyl ethers

The mechanism of the photochemical rearrangement of diphenyl ether (1a) was studied. Irradiation of 1a in ethanol gave 2-phenylphenol (2, 42%) and 4-phenylphenol (3, 11%) as rearrangement products, in addition to phenol (4, 30%) and benzene (5, 25%) as diffusion products. Cross-coupling experiments employing [2H10]1a demonstrated that the formation of 2- and 4-phenylphenol was an intramolecular process. Irradiation of 1a in benzene or in toluene gave biphenyls in good yields. The combined yields of rearrangement products (2 and 3) increased with increase of solvent viscosity, with a concomitant decrease in the formation of 4. All the results can be rationalized in terms of excitation of 1a to the singlet state and dissociation to a radical pair intermediate involving phenoxy and phenyl radicals. Intramolecular recombination of these radicals gives rearrangement products, and escape followed by hydrogen abstraction from the solvent gives diffusion products. When position 4 of 1a was occupied by an electron-donating substituent (1b-e), aryloxy-phenyl bond cleavage to give the corresponding rearrangement products prevailed over phenoxy-aryl bond cleavage. The opposite was the case for substrates with an electron-withdrawing substituent at position 4 (1h,i).