32094-39-6

Upstream product

• 93042-78-5 (+/-)1,1-Dimethyl-2-p-tolyl-cyclopropan 
• 1809-67-2 3-methyl-3-nitrobut-1-ene 
• 108-88-3 toluene 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 78-79-5 isoprene 
• 106-43-4 para-chlorotoluene 
• 36934-19-7 2,3,3-trimethyl-4-penten-2-ol 
• 1191-16-8 3-methylbut-2-enyl acetate 
• 106-38-7 para-bromotoluene 
• 5720-05-8 4-methylphenylboronic acid 
• 870-63-3 prenyl bromide 
• 104-09-6 4-methylphenylacetaldehyde 
• 24470-78-8 isopropyltriphenylphosphonium iodide 

Relevant academic research and scientific papers

Synthesis of Tetrahydroisoindolinones via a Metal-Free Dehydrogenative Diels-Alder Reaction

A metal-free dehydrogenative Diels-Alder reaction of substituted alkenes for the synthesis of tetrahydroisoindolinones has been exploited for the first time. This new method features functional group tolerance and broad substrate scope, providing an efficient access to biologically active tetrahydroisoindolinone skeletons with endo steroselectivity in good to excellent yields. (Figure presented.).

Metal-Free Dehydrogenative Diels-Alder Reactions of Prenyl Derivatives with Dienophiles via a Thermal Reversible Process

An efficient dehydrogenative Diels-Alder reaction of prenyl derivatives with dienophiles has been developed. The reaction exhibits broad substrate scope and provides efficient access to cyclohexene derivatives with good to excellent yields. A reasonable mechanism involving a metal-free thermal reversible process is proposed.

Method for Allylating and Vinylating Aryl, Heteroaryl, Alkyl, and Alkene Halogenides Using Transition Metal Catalysis

What is described is a process for preparing organic compounds of the general formula (I) R—R′??(I) by converting a corresponding compound of the general formula (II) R—X ??(II) in which X is fluorine, chlorine, bromine or iodine to an organomagnesium compound of the general formula (III) [M+]n[RmMgXkY1]??(III) wherein compounds of the formula (III) are reacted with a compound of the general formula (IV) characterized in that the reaction of (III) with (IV) is performed in the presence of a) catalytic amounts of an iron compound, based on the compound of the general formula (II), and optionally in the presence of b) a nitrogen-, oxygen- and/or phosphorus-containing additive in a catalytic or stoichiometric amount, based on the compound of the general formula (II).

Catalyst-free suzuki-type coupling of allylic bromides with arylboronic acids

The coupling of arylboronic acids with electron-rich allylic bromides is accomplished in the absence of any transition-metal catalyst through conventional heating. The reaction is completely regioselective, affording only the α-coupled product, and can be carried out under mild aerobic conditions in an organic solvent; the presence of a base is required. Copyright

Practical iron-catalyzed allylations of aryl grignard reagents

An operationally simple iron-catalyzed reductive cross-coupling reaction between aryl halides and allyl electrophiles has been developed. The underlying domino process exhibits high versatility with respect to the allylic leaving group (acetate, tosylate, diethyl phosphate, methyl carbonate, trimethylsilanolate, methanethiolate, chloride, bromide) and high economic and environmental sustainability with respect to the catalyst system (0.2-5 mol% tris(acetylacetonato)iron(III), ligand-free) and reaction conditions (tetrahydrofuran, 0°C, 45 min).

Synthesis of prenylarenes and related (multisubstituted allyl)arenes from aryl halides and homoallyl alcohols via palladium-catalyzed retro-allylation

The reactions of aryl halides with 2,3,3-trimethyl-4-penten-2-ol in the presence of a palladium catalyst result in prenyl transfer from the alcohol to aryl halides via retro-allylation, yielding prenylarenes. Other multisubstituted allyl groups such as th

Arylcyclopropane Photochemistry. Substituent Effects on the Photochemical 1,3-Hydrogen Migration of 1,1-Dimethyl-2-phenylcyclopropane

Irradiation of 1,1-dimethyl-2-arylcyclopropanes 1a-g (Ar = p-CF3C6H4 (1a), m-CF3C6H4 (1b), p-CH3C6H4 (1c), m-CH3C6H4 (1d), C6H5 (1e), m-OCH3C6H4 (1f), p-OCH3C6H4 (1g) gave in every case a 2-methyl-4-aryl-1-butene (2a-g) via a 1,3-hydrogen migration, accompanied by lesser amounts of a 3-methyl-1-aryl-2-butene (3a-g).Rearrangement is a singlet-state process.Rate constants for rearrangement were determined from reactant fluorescence lifetimes and product quantum yields.The rates for rearrangament of 1 to 2 were as follows:1a, 25*106s-1; 1b,15*106s-1; 1c, 7.9*106s-1; 1d, 6.1*106s-1; 1e, 2.3*106s-1; 1f, 1.9*106s-1; 1g, 0.87*106s-1.It isconcluded that the energetics of cyclopropane ring opening are important in the rate-determining step of the reaction.

Lewis Acid-induced Nucleophilic Substitution Reactions of Aliphatic Nitro Compounds with Carbon Nucleophiles

Tertiary, benzyl, and allylic nitro compounds undergo nucleophilic substitution reactions with carbon nucleophiles such as electron rich aromatic compounds, allylsilanes, or silyl enol ethers in the presence of SnCl4.

Regio- and Stereoselective Hydrosulfonylation of Conjugated Dienes via a (?-Allyl)palladium Complex

The combination of a sulfonylpalladation of acyclic dienes 1 (with 2 equiv of NaSO2R and 1 equiv of PdCl2 in acetic acid or acetic acid-H2O at 50-80 deg C under air) and a protiodepalladation of the thus obtained palladium complexes 3 with dimethylglyoxime (in a protic solvent at room temperature) provides di- and trisubstituted (Z)-Δ3-sulfones 12 selectively, irrespective of the stereochemistry of the starting dienes.Similar treatment of 1-vinylcycloalkenes 5 (n (1,3) strain between Pd and the substituent on the allylic position.