98678-26-3

Upstream product

• 98678-25-2 2-benzyl-2-(phenylthio)cyclobutanone 
• 100-39-0 benzyl bromide 
• 188531-95-5 N-cyclobutylidene-(N',N'-dimethylamino)amine 
• 39149-91-2 ethyl 2-benzyl-3-butenoate 
• 74725-45-4 (E)-2-benzylidenecyclobutan-1-one 
• 100-52-7 benzaldehyde 
• 74725-45-4 1-Benzyliden-cyclobutanon-⁽²⁾ 
• 81798-12-1 2-(phenylethylidene)cyclopropane 
• 1191-95-3 cyclobutanone 
• 152667-71-5 Ethyl 2-benzyl-4-iodobutenoate 

Downstream Products

• 624733-53-5 2-benzyl-1,1-dimethoxycyclobutane 
• 624733-58-0 1,1-dibromo-2-benzylcyclobutane 
• 98678-13-8 (E)-2-benzyl-1-vinylcyclobutanol 
• 51758-25-9 5-phenylpent-4-en-1-al 

Relevant academic research and scientific papers

N-Heterocyclic Carbene/Magnesium Cocatalyzed Radical Relay Assembly of Aliphatic Keto Nitriles

An unprecedented N-heterocyclic carbene and magnesium cocatalyzed three-component acylcyanoalkylation of alkenes with cycloketone oxime esters and aldehydes is presented. This method displayed good scope generality, providing a transition-metal- and photoredox-free pathway to access various multifunctionalized aliphatic keto nitrile structures under mild reaction conditions. Moreover, this strategy is supposed to follow a radical relay mechanism via a single electron transfer event of a Mg/matched Breslow intermediate/oxime ester electron-donating acceptor (EDA) complex.

Metal-Free sp3 C-SCF3 Coupling Reactions between Cycloketone Oxime Esters and S-trifluoromethyl 4-Methylbenzenesulfonothioate

A novel sp3 C-SCF3 coupling reaction between cycloketone oxime esters and S-trifluoromethyl 4-methylbenzenesulfonothioate was achieved. Ethanol was found to facilitate this transformation by trapping the sulfonyl cation. The metal-free and photocatalyst-free reaction conditions, as well as the broad substrate scope, make this a green protocol for the synthesis of SCF3-substituted nitriles.

Unexpected Pd/C-catalyzed room temperature and atmospheric pressure hydrogenation of 2-methylenecyclobutanones

Pd/C-catalyzed hydrogenation reaction of 2-methylenecyclobutanones (2-MCBones)occurs at their exocyclic C[dbnd]C sites regio-specifically to produce 2-substituted cyclobutanones, which are useful building blocks for the synthesis of drug and pesticide int

Fused-Ring Formation by an Intramolecular “Cut-and-Sew” Reaction between Cyclobutanones and Alkynes

The development of a catalytic intramolecular “cut-and-sew” transformation between cyclobutanones and alkynes to construct cyclohexenone-fused rings is described herein. The challenge arises from the need for selective coupling at the more sterically hind

Z-Selective Synthesis of γ,δ-Unsaturated Ketones via Pd-Catalyzed Ring Opening of 2-Alkylenecyclobutanones with Arylboronic Acids

Pd-catalyzed 1,2-addition (instead of 1,4-addition) of arylboronic acids to 2-alkylenecyclobutanones followed by β-carbon elimination from the resulting palladium cyclobutanolates to afford γ,δ-unsaturated ketones was developed. The desired γ,δ-unsaturated ketones were obtained in good to excellent yields with Z/E selectivities of up to >99:1 and a broad spectrum of functional group tolerability.

A Novel Route to Geminal Dibromocyclobutanes: Syntheses of 2-Substituted Cyclobutanone Acetals and Their Reaction with Boron Tribromide

Nine 2-substituted cyclobutanone acetals, in addition to the parent cyclobutanone acetal, were synthesized from their corresponding cyclobutanones and subsequently treated with boron tribromide. The substituents were either alkyl chains or a phenyl and a

Preparation and reactions of 4-oxaspiro [2.3] hexanes

2-Methyleneoxetanes were converted in excellent yields to 4-oxaspiro [2.3] hexanes under modified Simmons-Smith conditions. Treatment of the oxaspirohexanes with BF Et O provided cyclopentanones, cyclobutanones or 4-methylene-tetrahydrofurans, depending o

Intramolecular Nucleophilic Acyl Substitution Reactions of Halo-Substituted Esters and Lactones. New Applications of Organosamarium Reagents

Intramolecular nucleophilic acyl substitution reactions involving a broad range of halo substituted carboxylic acid derivatives have been accomplished in excellent yield employing samarium(II) iodide as the reductive coupling agent.Although particular substrates cyclized most effectively in THF in the presence of tripiperidinophosphine oxide, carboxylic acid esters, the focus of this report, cyclize equally well without such an additive in the presence of a catalytic quantity of iron(III) complexes.Thus a comprehensive series of halo substituted esters were cyclized in excellent yield to the corresponding 4-, 5-, and 6 -membered carbocycles.The reaction is extremely mild and selective as demonstrated by experiments wherein alkyl chlorides, acetals, and olefins remain completely intact under the reaction conditions.In addition to introducing a convenient procedure for preparing stereodefined spirocyclic systems, a new ring expansion sequence has been developed that appears extremely general for the preparation of various ring systems.

Sulfur-Assisted Ring Expansion of the Potassium Salts of 1-Vinylcyclobutanols. A Versatile Synthesis of Cyclohexanones

Readily available 2-(phenylthio)-1-vinylcyclobutanols undergo a facile potassium hydride induced ring expansion to 4-(phenylthio)cyclohexanones.The sulfur substituent plays a key role.Evidence for a fragmentation to an enone-anion intermediate is discusse