75436-62-3

Upstream product

• 186581-53-3 diazomethane 
• 2562-37-0 1-nitrocyclohexene 
• 34880-70-1 [1-methoxyprop-1-enyloxy]trimethylsilane 
• 86044-15-7 methyl 2-(2-oxocyclohexyl)-2-(phenylthio)propionate 
• 90288-89-4 7-Methyl-1-trimethylsilanyloxy-bicyclo[4.1.0]heptane-7-carboxylic acid methyl ester 
• 90288-89-4 (1R,6S,7R)-7-Methyl-1-trimethylsilanyloxy-bicyclo[4.1.0]heptane-7-carboxylic acid methyl ester 
• 823-45-0 2-(hydroxymethylene)cyclohexanone 
• 6651-36-1 1-(Trimethylsilyloxy)cyclohexene 
• 108-94-1 cyclohexanone 
• 1125-99-1 1-(1-Cyclohexen-1-yl)pyrrolidine 
• 5445-17-0 Methyl 2-bromopropionate 
• 79646-62-1 1-(Trimethylsiloxy)bicyclo<4.1.0>heptan-7-carbonsaeure-methylester 

Downstream Products

• 117200-27-8 Methyl 2-(9-p-chlorobenzyl-6-fluoro-1,2,3,4-tetrahydrocarbazol-1-yl)-propanoate 
• 86044-28-2 2-(2-Oxo-cyclohexyl)-acrylic acid methyl ester 

Relevant academic research and scientific papers

A de novo Synthesis of Oxindoles from Cyclohexanone-Derived γ-Keto-Ester Acceptors Using a Desaturative Amination-Cyclization Approach

Here we report a desaturative approach for oxindole synthesis. This method uses simple ethyl 2-(2-oxocyclohexyl)acetates and primary amine building blocks as coupling partners. A dual photoredox cobalt manifold is used to generate a secondary aniline that, upon heating, cyclizes with the pendent ester functionality. The process operates under mild conditions and was applied to the modification of several amino acids, the blockbuster drug mexiletine, as well as the formation of dihydroquinolinones.

Visible-Light-Mediated Charge Transfer Enables C?C Bond Formation with Traceless Acceptor Groups

The development and application of traceless acceptor groups in photochemical C?C bond formation is described. This strategy was enabled by the photoexcitation of electron donor–acceptor (EDA) complexes with visible light. The traceless acceptors, which were readily prepared from amino acid and peptide feedstocks, could be used to alkylate a wide range of heteroarene and enamine donors under metal- and peroxide-free conditions. The crucial role of the EDA complexes in the mechanism of these reactions was explored through combined experimental and computational studies.

Synthetic Processes of Carprofen

Methods and intermediates for the synthesis of carprofen and its derivatives starting from cyclohexanone are disclosed.

One-pot Synthesis of 2-Substituted Cyclohexanones

The one-pot synthesis of 2-substituted cyclohexanones involves alkylation of 2-hydroxymethylenecyclohexanone (1) in the presence of solid KOH

Ring Opening Reactions of Methyl 2-Siloxycyclopropanecarboxylates to Oxoalkanoic Acid Derivatives

A great variety of methyl 2-(trialkylsiloxy)cyclopropanecarboxylates C1 - C31 are cleaved under very mild conditions and with excellent yields providing 4-oxoalkanoic esters D1 - D31 which are important synthetic building blocks.Even sensible esters with formyl, vinyl ketone, or trimethylsiloxy functions can be prepared.Corresponding to the regioselective synthesis of C isomeric pairs of D can deliberately be constructed.In the presence of an electrophile alkylating ring opening delivers 4-oxoalkanoates substituted in position 2, however, the degree of alkylation does not exceed 60percent.Several other cleavage variations allow syntheses of other 4-oxoalkanoic acid derivatives in effective one-pot procedures.

Michael Reaction of Conjugated Nitro Olefins with Carboxylic Acid Dianions and with Ester Enolates: New Synthesis of γ-Keto Acids and γ-Keto Esters

Base-sensitive conjugated nitro olefins 2 reacted with lithium dianions of carboxylic acids 3 or with lithium enolates of esters 4 at a low temperature of ca. -100 deg C, and subsequent treatment of the Michael adducts with aqueous acid yielded γ-keto acids 5 or esters 5' in a one-pot operation, respectively.Results of both the reactions have been compared.Some applications of the resulting γ-keto esters in organic synthesis have also been demonstrated in lactone synthesis and cyclenone annulation.

THE METHOXYCARBONYLALKYLATION AND METHOXYCARBONYLALKYLIDENATION OF SILYL ENOL ETHERS

Silyl enol ethers (1) react with the phenylthio(methoxycarbonyl)alkyl chlorides (2) in the presence of Lewis acids to give good yields of the γ-ketoesters (3); oxidative and reductive desulphurisations give the saturated (4) and unsaturated (5 or 6) γ-ket

NEW AND EFFICIENT SYNTHESIS OF γ-KETO ESTERS FROM NITRO OLEFINS

The Lewis acid-catalyzed reaction of nitro olefins and ketene methyl trimethylsilyl acetals afforded methyl 4-oxo-carboxylates on hydrolysis of the resulting adducts followed by treatment with diazomethane.