58713-52-3

Upstream product

• 56671-81-9 3-bromo-2-cyclohexen-1-one 
• 5720-06-9 2-Methoxyphenylboronic acid 
• 5323-87-5 3-Ethoxycyclohex-2-en-1-one 
• 16750-63-3 2-methoxyphenylmagnesium bromide 
• 930-68-7 cyclohexenone 
• 100-66-3 methoxybenzene 
• 22618-48-0 1-(cyclohexen-1-yl)-2-methoxybenzene 
• 579-74-8 2-Methoxyacetophenone 
• 598-32-3 2-hydroxy-3-butene 
• 15321-51-4 diiron nonacarbonyl 
• 1355988-71-4 α-cyclopropyl-2-methoxystyrene 
• 578-57-4 2-bromoanisole 
• 58529-72-9 3-isopropoxycyclohex-2-en-1-one 
• 31600-86-9 2-methoxyphenyllithium 

Downstream Products

• 84978-89-2 3-(2-Methoxy-phenyl)-cyclohex-2-enol 
• 1004988-97-9 3-(2-methoxyphenyl)-3-methylcyclohexan-1-one 
• 1374219-30-3 7-(2-methoxyphenyl)-1,4-dioxaspiro[4.5]decan-8-one 
• 1374219-34-7 (7S,8S)-7-(2-methoxyphenyl)-1,4-dioxaspiro[4.5]decan-8-ol 
• 61055-11-6 1-(2-Methoxy-phenyl)-3-oxo-cyclohexanecarboxylic acid methyl ester 
• 84978-93-8 4a-(2-Methoxy-phenyl)-2-methyl-1,4,4a,5,6,8a-hexahydro-2H-isoquinolin-3-one 
• 84978-90-5 [1-(2-Methoxy-phenyl)-cyclohex-2-enyl]-acetic acid ethyl ester 
• 84978-92-7 2-[1-(2-Methoxy-phenyl)-cyclohex-2-enyl]-N-methyl-acetamide 
• 84978-91-6 [1-(2-Methoxy-phenyl)-cyclohex-2-enyl]-acetic acid 
• 61054-61-3 3-Cyano-3-(2-methoxyphenyl)cyclohexanon 

Relevant academic research and scientific papers

Palladium mediated one-pot synthesis of 3-aryl-cyclohexenones and 1,5-diketones from allyl alcohols and aryl ketones

One-pot synthesis of Robinson annulated 3-aryl-cyclohexenones from allyl alcohols and ketones using palladium is reported. Long chain aliphatic or aryl substitutions at the C1 position of allyl alcohol result in the formation of 1,5-diketone products. This simple one-pot method avoids the use of highly electrophilic vinyl ketones.

Visible light promoted allylic C-H oxidation

A mild and efficient one-pot visible light-induced method has been developed for the allylic oxidation. The oxidation of allylic systems has played a prominent role in this context as possibly the most widely applied C-H functionalization, owing to the utility of enones. The allylic C-H oxidation is relatively simple and predictable, even on a preparative scale, because active species generated at the allylic position are stabilized by the double bond.

Fe2(CO)9-mediated [5+1] cycloaddition of vinylcyclopropanes and CO for the synthesis of α, β-cyclohexenones

A Fe2(CO)9-mediated [5+1] cycloaddition of vinylcyclopropanes (VCPs) and CO to α, β-cyclohexenones has been developed. The reaction can tolerate aryl and aliphatic groups at the α-position of VCPs, while VCP substrates with vinyl or alkynyl substitutions are not suitable ones. In addition, this reaction can also be used to synthesize bicyclic rings if an aryl group is attached to the vinyl moiety of the substrate. Compared to the Fe(CO)5-mediated [5+1] reaction, the use of cheap and safe Fe2(CO)9 and abandoning the photo-irradiation conditions are the two major advantages of the present method.

Palladium-catalyzed oxidative heck coupling of cyclic enones with simple arenes by C-H activation

A simple catalyst system consisting of Pd(OAc)2 and 3-nitropyridine for the aerobic oxidative Heck coupling of cyclic enones, in particular challenging unsubstituted cyclic enones, with simple arenes by C-H activation was investigated. This novel method was applied to various functionalized arenes and cyclic enones and allowed the synthesis of β-aryl cyclic enones in modest to high yields.

Enantioselective synthesis of (-)-CP-55940 via ruthenium-catalyzed asymmetric hydrogenation of ketones

A new and efficient catalytic asymmetric synthesis of the potent cannabinoid receptor agonist (-)-CP-55940 has been developed by using ruthenium-catalyzed asymmetric hydrogenation of racemic α-aryl ketones via dynamic kinetic resolution (DKR) as a key step. With RuCl2-SDPs/ diamine [SDPs=7,7'-bis(diarylphophino)-1,1'-spirobiindane] catalysts the asymmetric hydrogenation of racemic α-arylcyclohexanones via DKR provided the corresponding cis-β-arylcyclohexanols in high yields with up to 99.3% ee and >99:1 cis-selectivities. Both ethylene ketal group at the cyclohexane ring and ortho-methoxy group at the phenyl ring of the substrates 6 have little effect on the selectivity and reactivity of the hydrogenations. Based on this highly efficient asymmetric ketone hydrogenation, (-)-CP-55940 was synthesized in 13 steps (the longest linear steps) in 14.6% overall yield starting from commercially available 3-methoxybenzaldehyde and 1,4-cyclohexenedione monoethylene acetal. Copyright

Rh(I)-catalyzed [5 + 1] cycloaddition of vinylcyclopropanes and CO for the synthesis of α,β- and β,γ-cyclohexenones

A cationic Rh(I)-catalyzed [5 + 1] cycloaddition of vinylcyclopropanes and CO has been developed, affording either β,γ-cyclohexenones as major products or α,β-cyclohexenones exclusively, under different reaction conditions.

Pd-diimine: A highly selective catalyst system for the base-free oxidative heck reaction

Pd(OAc)2/3 is an efficient catalyst system for the base-free oxidative Heck reaction that outperforms the currently available catalysts for the more challenging substrates studied. The catalyst system is highly selective, and works at room temperature with dioxygen as the oxidant.

Formation of quaternary chiral centers by N-Heterocyclic carbene-CuCatalyzed asymmetric conjugate addition reactions with grignard reagents on trisubstituted cyclic enones

The copper-catalyzed conjugate addition of Grignard reagents to 3-substituted cyclic enones allows the formation of all-carbon chiral quaternary centers. We demonstrate in this article that N-heterocyclic carbenes act as efficient chiral ligands for this transformation. High enantioselectivities (up to 96% ee) could be obtained for a variety of substrates.

Methods and Compositions to Inhibit Edema Factor and Adenylyl Cyclase

Small molecules and their derivatives are described for the treatment and/or prevention of intestinal fluid loss. Also disclosed are methods of using said molecules and their derivatives to treat and/or prevent conditions associated with increased levels

Synthesis and screening of small molecule inhibitors of anthrax edema factor

The synthesis and development of a novel class of molecules that inhibit anthrax edema factor, an adenylyl cyclase, is reported. These molecules are derived from the initial discovery that histidine and imidazole adducts of the prostaglandin PGE2 reduce the net secretory response of cholera toxin-challenged mice and act directly on the action of anthrax edema factor, a calmodulin-dependent adenylyl cyclase. The simple enones examined in this letter were prepared by palladium-catalyzed Suzuki reaction.