6395-29-5

Upstream product

• 5820-22-4 methylallyl phenyl ether 
• 97-72-3 2-Methylpropionic anhydride 
• 90-02-8 salicylaldehyde 
• 56568-74-2 8,8-dimethylbicyclo<5.1.0>octa-3,5-dien-2-one 
• 78131-81-4 α-i-propyl-2-hydroxybenzylalcohol 
• 35770-74-2 Phenoxymagnesium bromide 
• 78-84-2 isobutyraldehyde 
• 109-92-2 ethyl vinyl ether 
• 917-64-6 methyl magnesium iodide 
• 69626-75-1 2-iodobenzofuran 
• 89-95-2 2-methyl-benzyl alcohol 
• 24470-78-8 isopropyltriphenylphosphonium iodide 
• 1530-33-2 isopropyltriphenylphosphonium bromide 
• 108-95-2 phenol 

Downstream Products

• 6337-33-3 2,2-dimethyl-2,3-dihydro-1-benzofuran 
• 78131-81-4 α-i-propyl-2-hydroxybenzylalcohol 
• 155341-30-3 o-(1-amino-2-methyl-propyl)phenol 
• 1447952-20-6 C₂₇H₂₆O₄ 
• 1426943-12-5 4-iodo-2-isobutylphenyl trifluoromethanesulfonate 
• 475272-56-1 4-iodo-2-isobutylphenol 
• 4167-75-3 2-isobutylphenol 
• 1426943-25-0 3''-benzyl-2'-isobutyl-3-isopropyl[1,1':4',1'']terphenyl 

Relevant academic research and scientific papers

Cascade Claisen and Meinwald Rearrangement for One-Pot Divergent Synthesis of Benzofurans and 2 H-Chromenes

A new cascade approach has been developed for the one-pot four-step divergent synthesis of polysubstituted benzofurans and 2H-chromenes, featuring a novel cascade aromatic Claisen rearrangement/Meinwald rearrangement/dehydrative or oxidative cyclization. This new method was demonstrated with 39 examples tolerating different substitutions at an epoxide, allylic ether, and aromatic ring, and we showcased its utility with the first total synthesis of natural product liparacid A in seven steps.

Synthesis of Benzofuranones via Palladium-Catalyzed Intramolecular Alkoxycarbonylation of Alkenylphenols

Herein, a new catalytic system to synthesize benzofuranones is reported. A palladium-catalyzed intramolecular alkoxycarbonylation is employed to generate 3-substituted-benzofuran-2(3H)-ones from alkenylphenols under mild reaction conditions, linked to an ex situ formation of CO from N-formylsaccharin. The carefully chosen catalytic system enables an efficient reaction with a novel functional group tolerance, despite the high polymerization tendency of the starting material.

Endo-selective pd-catalyzed silyl methyl heck reaction

A palladium (Pd)-catalyzed endo-selective Heck reaction of iodomethylsilyl ethers of phenols and aliphatic alkenols has been developed. Mechanistic studies reveal that this silyl methyl Heck reaction operates via a hybrid Pd-radical process and that the silicon atom is crucial for the observed endo selectivity. The obtained allylic silyloxycycles were further oxidized into (Z)-alkenyldiols.

A modular synthesis of teraryl-based α-helix mimetics, part 1: Synthesis of core fragments with two electronically differentiated leaving groups

Teraryl-based α-helix mimetics have proven to be useful compounds for the inhibition of protein-protein interactions (PPI). We have developed a modular and flexible approach for the synthesis of teraryl-based α-helix mimetics. Central to our strategy is the use of a benzene core unit featuring two leaving groups of differentiated reactivity in the Pd-catalyzed cross-coupling used for terphenyl assembly. With the halogen/diazonium route and the halogen/triflate route, two strategies have successfully been established. The synthesis of core building blocks with aliphatic (Ala, Val, Leu, Ile), aromatic (Phe), polar (Cys, Lys), hydrophilic (Ser, Gln), and acidic (Glu) amino acid side chains are reported. Turn on: Teraryl-based α-helix mimetics can be effectively produced by sequential Suzuki coupling of a central core fragment featuring electronically differentiated leaving groups with aryl boronic pinacol esters (see scheme; dppf=1,1′-bis(diphenylphosphino) ferrocene, DME=dimethoxyethane, Pin=pinacol, Tf=trifluoromethanesulfonyl). With a set of only 2×18 building blocks, all permutations of α-helix mimetics can be produced. Copyright

Remarkable improvement achieved by imidazole derivatives in ruthenium-catalyzed hydroesterification of alkenes using formates

Imidazole derivatives are revealed to be effective ligands in the Ru-catalyzed hydroesterification of alkenes using formates, affording one-carbonelongated esters in high yields. Further, intramolecular hydroesterification was successfully performed to give lactones for the first time. Imidazole derivatives can contribute to promote the reaction as well as to suppress the undesired decarbonylation of formate. Toxic CO gas, a directing group, and large excess alkenes are not required.

Pd-Catalyzed intramolecular oxyalkynylation of alkenes with hypervalent iodine

(Figure presented) The first example of intramolecular oxyalkynylation of nonactivated alkenes using oxidative Pd chemistry is reported. Both phenol and aromatic or aliphatic acid derivatives could be used under operator-friendly conditions (room temperature, technical solvents, under air). The discovery of the superiority of benzlodoxolone-derlved hypervalent iodine reagent 3d as an alkyne transfer reagent further expands the rapidly increasing utility of hypervalent iodine reagents in catalysis and is expected to have important implications for other similar processes.

Palladium(II)-catalyzed enantioselective aerobic dialkoxylation of 2-propenyl phenols: A pronounced effect of copper additives on enantioselectivity

A direct O2-coupled Pd(II)-catalyzed enantioselective dialkoxylation of 2-propenylphenols has been developed by utilizing chiral quinoline oxazoline ligands. A detrimental effect of added copper salts on enantioselectivity was observed which is attributed to the displacement of the chiral ligand off of Pd(II). Copyright

Palladium(II)-catalyzed aerobic hydroalkoxylation of styrenes containing a phenol

An intermolecular Pd-catalyzed hydroalkoxylation of styrenes that contain a phenol is presented. The reaction can be performed on terminal, disubstituted, and trisubstituted olefins in a variety of alcoholic solvents. Initial mechanistic data suggest a mechanism that involves oxidation of the alcoholic solvent to provide a Pd-hydride that inserts into an olefin. This is followed by formation of a quinone methide and subsequent addition of an alcohol to yield the hydroalkoxylated product. Copyright

3-PHENOXY-4-PYRIDAZINOL DERIVATIVE AND HERBICIDE COMPOSITION CONTAINING THE SAME

A compound represented by the formula: wherein R1 represents a hydrogen atom, a halogen atom, alkyl group, etc., ???R2 represents a hydrogen atom, a halogen atom, alkyl group, etc., ???R3, R4, R5, R6 and R7 each independently represent a hydrogen atom, a halogen atom, a substitutable alkyl group, a substitutable alkenyl group, alkynyl group, a substitute-able cycloalkyl group, etc., or adjacent two of R3, R4, R5, R6 and R7 may together with the carbon atoms to which the respective substituents are bonded form a ring which may be substituted, ???m and n each independently represent 0 or 1, a salt thereof or an ester derivative thereof; an agricultural chemical containing the same as an active ingredient; and a herbicidal composition containing the compound and a second herbicidally active compound as active ingredients.

Reaction of gem-dibromocyclopropanes or iodobenzofuran with trialkylmanganate

Treatment of gem-dibromocyclopropanes with trialkylmanganate, derived from manganese(II) chloride and three equivalents of Grignard reagent or alkyllithium, followed by an addition of electrophiles provided dialkylated cyclopropanes in good yields. It was