132475-84-4

Upstream product

• 113526-04-8 2-(nitromethyl)-cyclohex-1-ene-3-one 
• 105-45-3 acetoacetic acid methyl ester 
• 125066-15-1 2-(phenylsulfonylmethyl)cyclohexenone 
• 106281-44-1 (6-oxocyclohex-1-en-1-yl)methyl acetate 
• 105956-40-9 2-(hydroxymethyl)cyclohex-2-en-1-one 
• 76047-55-7 2--2-cyclohexenone 
• 930-68-7 cyclohexenone 

Downstream Products

• 52888-73-0 methyl 3-hydroxy-5,6,7,8-tetrahydronaphthalene-2-carboxylate 
• 1448444-33-4 methyl 2-chloro-3-(1-oxocyclohex-2-en-2-yl)propanoate 
• 1448444-30-1 methyl 2-chloro-2-[(1-oxocyclohex-2-en-2-yl)methyl]-3-oxobutanoate 

Relevant academic research and scientific papers

An efficient one pot synthesis of bicyclic dienones

Bicyclic dienones 4 are prepared in a one pot process from the reaction of 2-(acetoxymethyl)cyclohex-2-enone 1 with 1,3-dicarbonyl compounds 2 in the presence of K2CO3 in refluxing absolute ethanol.

Catalytic Direct Nucleophilic Substitution of Primary Morita-Baylis-Hillman Adducts and Application to the Straightforward Synthesis of Dihydroisoindolones

An interesting γ-carbonyl effect permits the dual iron/boron-catalyzed direct nucleophilic substitution of functionalized primary allylic alcohols with a large variety of nucleophiles. The resulting substitution products are useful synthetic platforms for heterocycle synthesis, as illustrated in a ready access to tetrahydroisoindol-4-ones.

Et3B-mediated and palladium-catalyzed direct allylation of β-dicarbonyl compounds with Morita-Baylis-Hillman alcohols

A practical and efficient palladium-catalyzed direct allylation of β-dicarbonyl compounds with both cyclic and acyclic Morita-Baylis-Hillman (MBH) alcohols, using Et3B as a Lewis acid promoter, is described herein. A wide range of the corresponding functionalized allylated derivatives have been obtained in good yields and with high selectivity.

The first DMAP-mediated palladium-free Tsuji-Trost-type reaction of cyclic and acyclic Baylis-Hillman alcohols with active methylene compounds

Direct allylic substitution of cyclic Baylis-Hillman alcohols with active methylene compounds under modified Taber's conditions (DMAP, toluene, reflux, 4 ? molecular sieves), with no Pd catalysts/activating agents, as is usually required for the process, affords the C-allylation products in moderate to good yields.

Regiospecific reaction of stabilized carbanions with 2-(acetoxymethyl)-2-cyclohexenone 1: Synthesis of bicyclic dienones

Regiospecific replacement of acetoxy group in 2-(acetoxymethyl)-2-cyclohexenone 1 by stabilizedd carbanions, leads to S(N) 2-type products 2a-g, 5 and 6. Bicyclic dienones 4 are prepared in 'one pot' from the reaction of 2 with K2CO3 in refluxing absolute ethanol.

Regioselective replacement of nitro or sulfonyl group in cyclic α-(nitroalkyl)- or α-(phenylsulfonylalkyl)enones by nucleophiles

Cyclic α-(nitroalkyl)enones and α-(phenylsulfonylalkyl)enones undergo regioselective substitution of the nitro group by relatively soft sulfur, nitrogen and carbon nucleophiles.