10035-86-6

Upstream product

• 2719-27-9 cyclohexanylcarbonyl chloride 
• 75-08-1 ethanethiol 
• 98-89-5 Cyclohexanecarboxylic acid 
• 36432-89-0 C₁₄H₁₉N₃O₂S 
• 124555-76-6 Cyclohex-1-enecarbothioic acid S-ethyl ester 
• 636-82-8 cyclohexene-1-carboxylic acid 
• 95633-73-1 2-cyclohexylcarbonyl-1-methyl-1H-imidazole 
• 2528-61-2 Heptanoic acid chloride 
• 70974-42-4 1-(pyrrolidin-1-yl)heptan-1-one 
• 95633-74-2 2-heptanoyl-1-methyl-1H-imidazole 
• 106-73-0 methyl heptanoate 
• 111-14-8 oenanthic acid 

Downstream Products

• 17615-02-0 1-cyclohexyl-2-(triphenyl-λ⁵-phosphanylidene)ethan-1-one 
• 1674-37-9 n-octanophenone 
• 16076-62-3 ethyl 6-cyclohexyl-6-oxohexanoate 
• 15971-95-6 4-cyclohexyl-4-oxo-butyric acid 
• 17615-04-2 Triphenyl-(hexahydrobenzoyl-methoxycarbonyl-methyl-methylen)-phosphoran 
• 116237-11-7 (1S*,5S*,7R*,8R*)-8-(3-cyclohexyl-3-hydroxy-1-propenyl)-7-hydroxy-N-m-methoxycarbonylbenzoyl-3-azabicyclo<3.3.0>octane 
• 116237-13-9 (1S*,5S*,7R*,8R*)-N-m-carboxybenzoyl-8-(3-cyclohexyl-3-oxo-1-propenyl)-7-hydroxy-3-azabicyclo<3.3.0>octane 
• 116237-10-6 (1S*,5S*,7R*,8R*)-8-(3-cyclohexyl-3-oxo-1-propenyl)-7-hydroxy-N-m-methoxycarbonylbenzoyl-3-azabicyclo<3.3.0>octane 
• 19844-05-4 Ethylsulfanylmethyl-cyclohexane 
• 100-49-2 cyclohexylmethyl alcohol 
• 701-97-3 cyclohexanepropionic acid 

Relevant academic research and scientific papers

GENERATION OF AN ACTIVE ACYL SPECIES FROM STABLE 1-METHYL-2-ACYL-1H-IMIDAZOLES

1-Methyl-2-(1'-cyano-1'-trimethylsilyloxy)alkyl-1H-imidazoles (2) were easily prepared from the corresponding stable carbonyl compounds, 1-methyl-2-acyl-1H-imidazoles (1).When the quarternary salts of 2 were treated with various nucleophiles, reactive acyl species, which was presumed to be acylcyanide (12), was generated in situ under C-C bond fission to result in producing the corresponding acylated compounds (5-10) in good yields.

Conjugate reduction and reductive aldol cyclization of α,β- unsaturated thioesters catalyzed by (BDP)CuH

A conjugate reduction of α,β-unsaturated thioesters catalyzed by copper hydride using PMHS as stoichiometric reductant has been developed. 1,2-Bis(diphenylphosphino)benzene (BDP) was the most effective ligand for this reduction. Saturated thioesters could be produced in excellent yields when the substituent on the thiol is not sterically-demanding. This protocol was applied to induce the reductive aldol cyclization of keto-enethioates, which could offer β-hydroxythioesters in moderate to good yields.

THIOL ESTER IN ORGANIC SYNTHESIS XV. REDUCTION WITH TETRABUTYLAMMONIUM BOROHYDRIDE

Treatment of thiol ester with tetrabutylammmonium borohydride in refluxing chloroform gave rise to the corresponding alcohols.

Synthesis and Application of Imidazole Derivatives. Synthesis and Acyl Activation of 2-Acyl-1-methyl-1H-imidazoles

2-Acyl-1-methyl-1H-imidazoles (3) were prepared in good yields by treating 1-acylpyrrolidines (5) with 2-lithio-1-methyl-1H-imidazole (2) at -78 deg C.The acyl group of 3 was very stable under various severe conditions, but 2-benzoylimidazole (3a) was gradually hydrolyzed by heating with 1.3 N NaOH to produce benzoic acid and 1-methyl-1H-imidazole.Acyl activation of 3 was performed by direct quaternization of 3 with iodomethane or dimethyl sulfate or more successfully by quaternization of the corresponding O-trimethylsilylated gem-cyanohydrin (11) with dimethyl sulfate.Keywords- acylimidazole; 2-acylimidazole; imidazolium salt; acyl group activation; acylation; C-C bond fission; protecting group; latent functionality