50838-24-9

Upstream product

• 694-05-3 1,2,3,6-tetrahydropyridine 
• 675-20-7 piperidin-2-one 
• 98-88-4 benzoyl chloride 
• 4252-56-6 1-benzoylpiperidin-2-one 
• 110-89-4 piperidine 
• 100073-02-7 (2-iodophenyl)(piperidin-1-yl)methanone 
• 609-67-6 2-Iodobenzoyl chloride 
• 5274-99-7 1-benzoylisonipecotic acid 
• 63050-19-1 (2-methoxypiperidin-1-yl)(phenyl)methanone 
• 71785-91-6 (5,6-dihydropyridin-1(2H)-yl)(phenyl)methanone 

Downstream Products

• 468721-14-4 1-benzoyl-3,4-didehydro-2-methoxypiperidine 
• 1416908-75-2 phenyl-5-phenyl-3,4-dihydropyridine-1(2H)-carboxylate 
• 1609582-66-2 ethyl 2-(1-benzoyl-3,4-dihydro-2H-pyridin-5-yl)-2,2-difluoroacetate 
• 71413-04-2 (2RS)-1-benzoylpiperidine-2-carbonitrile 
• 1421692-67-2 2-(1-(phenoxycarbonyl)-1,2,5,6-tetrahydropyridin-2-yl)-1,3-phenylene dibenzoate 
• 1421692-51-4 (2-(2,6-dimethoxyphenyl)-5,6-dihydropyridin-1(2H)-yl)(phenyl)methanone 
• 1421692-52-5 (2,4-bis(2,6-dimethoxyphenyl)-5,6-dihydropyridin-1(2H)-yl)(phenyl)methanone 
• 1010732-21-4 acetic acid 3,4-diacetoxy-1-benzoyl-piperidin-2-yl ester 

Relevant academic research and scientific papers

Direct Synthesis of Enamides via Electrophilic Activation of Amides

A novel, one-step N-dehydrogenation of amides to enamides is reported. This reaction employs the unlikely combination of LiHMDS and triflic anhydride, which serves as both the electrophilic activator and the oxidant, and is characterized by its simple setup and broad substrate scope. The synthetic utility of the formed enamides was readily demonstrated in a range of downstream transformations.

Ruthenium-Catalyzed Dehydrogenation Through an Intermolecular Hydrogen Atom Transfer Mechanism

The direct dehydrogenation of alkanes is among the most efficient ways to access valuable alkene products. Although several catalysts have been designed to promote this transformation, they have unfortunately found limited applications in fine chemical synthesis. Here, we report a conceptually novel strategy for the catalytic, intermolecular dehydrogenation of alkanes using a ruthenium catalyst. The combination of a redox-active ligand and a sterically hindered aryl radical intermediate has unleashed this novel strategy. Importantly, mechanistic investigations have been performed to provide a conceptual framework for the further development of this new catalytic dehydrogenation system.

General, Mild, and Selective Method for Desaturation of Aliphatic Amines

A novel method for desaturation of aliphatic amines into enamines as well as allylic and homoallylic amines has been developed. This general protocol operates via putative aryl hybrid Pd-radical intermediates, which combine the signature features of radic

Diastereoselective synthesis of 3-fluoro-2-substituted piperidines and pyrrolidines

A facile procedure for synthesis of trans-3-fluoro-2-substituted piperidines by utilizing electrophilic fluorination of cyclic enamines and Lewis acid mediated nucleophilic substitution has been developed. Also, optically active trans-2-allyl-3-fluorinate

Palladium-catalyzed decarbonylative dehydration of fatty acids for the production of linear alpha olefins

A highly efficient palladium-catalyzed decarbonylative dehydration reaction of carboxylic acids is reported. This method transforms abundant and renewable even-numbered natural fatty acids into valuable and expensive odd-numbered alpha olefins. Additionally, the chemistry displays a high functional group tolerance. The process employs a low loading of palladium catalyst and proceeds under solvent-free and relatively mild conditions.

Copper-catalyzed direct arylation of cyclic enamides using diaryliodonium salts

A convenient method for the copper(II)-catalyzed direct arylation of cyclic and nonaromatic enamides using diaryliodonium salts has been developed. The reaction demonstrates large functional group tolerance, good yields, and total regioselectivity with a

Stereoselective synthesis of 3-deoxy-piperidine iminosugars from l-lysine

A new method using electrochemical oxidation and/or OsO4 oxidation has been used for the stereoselective synthesis of 2,3,6-trihydroxylated (5S)-piperidine derivatives. The electrochemical method was successively used for the conversion of N-pr

Ring contraction of of α,β-unsaturated cyclic amines with cis-dihydroxylation at the α,β-position

α,β-Unsaturated cyclic amines are oxidized by OsO4 to afford α,β-cis-dihydroxylated compounds which are thermodynamically transformed into ring-opened keto-alcohols. The keto-alcohols are then cyclized to form synthetically useful ring-contracted cyclic amines.

Stereoselective synthesis of azasugars by electrochemical oxidation

A new method using electrochemical oxidation has been exploited for the stereoselective synthesis of 2,3,6-trihydroxylated 5S-piperidine derivatives. The electrochemical method was successively used for the conversion of N-protected piperidines to N-prote

Electrophilic α-amidoalkylation with enamides according to a new activation procedure using O,O'-dimethyldithiophosphoric acid

The allylic amides 3a-d are rearranged to give enamides 4a-d using Pd-C as a catalyst. 4a-d and 10 are employed in an electrophilic α-amidoalkylation reaction with silyl enol ether 6 yielding the amido ketones 8a-d and 12. The enamides are activated for t