143447-66-9

Upstream product

• 67-56-1 methanol 
• 2562-37-0 1-nitrocyclohexene 
• 71-43-2 benzene 
• 1444-65-1 (RS)-2-phenylcyclohexanone 
• 149-73-5 trimethyl orthoformate 
• 771-98-2 1-Phenylcyclohexene 

Downstream Products

• 1444-65-1 (RS)-2-phenylcyclohexanone 
• 127383-36-2 3,4-tetramethylene-4H-1,2-benzoxazine 

Relevant academic research and scientific papers

A generalized approach for iron catalyzed chemo- and regioselective formation of anti-Markovnikov acetals from styrene derivatives

Fe(BF4)2·6H2O in the presence of pyridine-2,6-dicarboxylic acid and PhI(OAc)2 can efficiently catalyze the formation of chemoselective dialkyl acetals from styrene derivatives with anti-Markovnikov regioselectivity in good to high yields under mild and benign reaction conditions.

Novel self-coupling reaction of cyclic ketones under a high-pressure mercury lamp

A novel self-coupling reaction in alcohol or hexane-water of cycloalkanone (cycloheptanone, cyclooctanone, and cyclododecanone) with irradiation under a high-pressure mercury lamp yielded the corresponding pinacol-type compound in good yields. In the case of cyclohexanone, 2-methyl-, 2-phenyl-, 4-methylcyclohexanone, 5α- and 5β-cholestan-3-one, the pinacol derivatives were not obtained and the dimethyl acetals were given.

Intramolecular Meta Photocycloaddition of Conformationally Restrained 5-Phenylpent-1-enes. Part I: Bichromophoric Cyclohexane Derivatives

The cis isomers of 1-allyl-2-phenycyclohexane and 1-benzyl-2-vinylcyclohexane yield predominantly 1,3 addition, while the trans isomers show a high selectivity for 2,6 addition, which is explained by steric interactions.Introduction of a third substituent, OH or OCH3, on the alkenyl substituted carbon of the cyclohexane ring gives almost exclusively 1,3 addition.This can mostly be explained in terms of more steric hindrance in the conformations leading to 2,6 addition.From the results described it can be concluded that for 2,6 additon two conformations are available, while the energy difference between the 1,3 conformations is much larger and therefore a completely stereoselective 1,3 addition is found (except for 6).

Electrostatic modulation of hydroxyl group ionization in acidic media. Evidence for the competitive operation of intramolecular SN2 reactions

The acid-catalyzed cyclodehydration of the cis and trans isomers of 2-substituted 1-(3-hydroxypropyl)cyclohexanols results in the formation of spirocyclic tetrahydrofurans. The stereochemical course of these reactions is highly varied, ranging from a domi

Reactions of O,O-Diprotonated Nitro Olefins with Benzenes. Formations of Phenylacetones, 4H-1,2-Benzoxazines and Biarylacetone Oximes

O,O-Diprotonated nitro olefins undergo three alternative electrophilic reactions which yield α-phenylacetones, 4H-1,2-benzoxazines and biphenylacetone oximes depending on the reaction conditions (temperature and time) and aromatic substrates.Although these reactions are seemingly divergent, a common intermediate of a phenylated protonated aci-nitro species, derived from the dication, is postulated to be involved in the reactions.Furthermore, the formation of benzoxazines and biphenylacetone oximes can be interpreted in terms of participation of novel chemical species with phenylethylene dication character derived from the common intermediate.

Novel Electrophilic Species Equivalent to α-Keto Cations. Reactions of O,O-Diprotonated Nitro Olefins with Benzenes Yield Arylmethyl Ketones

The N,N-dihydroxyiminium carbenium ions formed by O,O-diprotonation of nitro olefins in a strong acid, trifluoromethanesulfonic acid (TFSA), are discrete and novel dipositively charged species.The dications formed from α-substitited nitroethylenes are reactive electrophiles to give α-arylated ketones in high yields.This constitutes a versatile synthetic method for the preparation of α-arylated ketones, which are difficult to synthesize by the conventional Friedel-Crafts reactions.