33439-27-9

Upstream product

• 40064-34-4 4-piperidone monohydrochloride monohydrate 
• 98-59-9 p-toluenesulfonyl chloride 
• 41661-47-6 piperidin-4-one 
• 40064-34-4 piperidine-4,4-diol hydrochloride 
• 553666-09-4 1-[(4-methylphenyl)sulfonyl]piperidine-4-carbaldehyde 
• 50675-20-2 piperidine-4-carbaldehyde 
• 137076-22-3 tert butyl 4-formylpiperidine-1-carboxylate 
• 1217800-93-5 C₁₃H₁₇NO₃S 
• 3612-20-2 1-phenylmethyl-4-piperidone 
• 5382-16-1 4-HYDROXYPIPERIDINE 
• 41979-39-9 4-piperidone hydrochloride 
• 80213-12-3 1-[(4-methylbenzene)-sulfonyl]-4-piperidinol 

Downstream Products

• 16803-03-5 6-tosyl-1-oxa-6-azaspiro[2.5]octane 
• 87943-01-9 4-(phenylethynyl)-1-tosylpiperidin-4-ol 
• 171009-41-9 O-ethyl-S-(4-oxo-1-tosylpiperidin-3-yl)carbonodithioate 
• 606926-42-5 N-(4-methylphenylsulfonyl)-4-[(trifluoromethanesulfonyl)oxy]-1,2,3,6-tetrahydropyridine 
• 761411-14-7 1-[(4-methylphenyl)sulfonyl]-4-ethenylpiperidin-4-ol 
• 83863-40-5 4-phenyl-1-(p-tolylsulfonyl)piperidin-4-ol 
• 877614-77-2 3-phenyl-1-p-toluenesulfonyl-1,2,5-trihydropyrrole 
• 877614-78-3 3-(4-fluorophenyl)-1-tosyl-2,5-dihydro-1H-pyrrole 
• 877614-74-9 3-(3-methoxy-phenyl)-1-(toluene-4-sulfonyl)-pyrrolidine-3-carbaldehyde 
• 877614-73-8 3-(4-methoxy-phenyl)-1-(toluene-4-sulfonyl)-pyrrolidine-3-carbaldehyde 
• 877614-67-0 4-(4-methoxy-phenyl)-1-(toluene-4-sulfonyl)-1,2,3,6-tetrahydro-pyridine 

Relevant academic research and scientific papers

Synthesis of novel 1,3-thiazin-4-ones by acetylene diester cyclization and their anticancer activities

A novel series of 1,3-thiazin-4-one derivatives containing a piperidyl ring (7–16) were designed and synthesized efficiently by thioamide and acetylene diester cyclization reaction via aminolysis of the ester group and the elimination of an alcohol molecu

Cobalt-Catalyzed Aerobic Oxidative Cleavage of Alkyl Aldehydes: Synthesis of Ketones, Esters, Amides, and α-Ketoamides

A widely applicable approach was developed to synthesize ketones, esters, amides via the oxidative C?C bond cleavage of readily available alkyl aldehydes. Green and abundant molecular oxygen (O2) was used as the oxidant, and base metals (cobalt and copper) were used as the catalysts. This strategy can be extended to the one-pot synthesis of ketones from primary alcohols and α-ketoamides from aldehydes.

Metal-free Photochemical Atom Transfer Radical Addition (ATRA) of BrCCl3 to Alkenes

A simple, photochemical, and metal-free protocol for the atom transfer radical addition (ATRA) of bromotrichloromethane onto various alkenes is described. Among a range of organic molecules, phenylglyoxylic acid proved to be the most suitable photoinitiator to promote a sustainable process for the addition of bromotrichloromethane to olefins. This photochemical atom transfer radical protocol can be expanded into a wide substrate scope of aliphatic olefins bearing various functional groups, leading to the corresponding products in good to excellent yields.

Alkenylation and Arylation of Peptides via Ni-Catalyzed Reductive Coupling of α- C-Tosyl Peptides with Csp2Triflates/Halides

A Ni-catalyzed reductive cross-coupling between α-C-tosyl peptides and Csp2 triflates/halides has been developed. This protocol enables the formation of various unnatural di- and tripeptides containing vinyl and aryl side chains, and it expands the applications of Ni-catalyzed reductive cross-coupling in late-stage diversification of peptides.

Synthesis of α-Quaternary Bicyclo[1.1.1]pentanes through Synergistic Organophotoredox and Hydrogen Atom Transfer Catalysis

Bicyclo[1.1.1]pentanes (BCPs) are important in drug design as sp3-rich bioisosteres of arenes and tert-butyl groups; however, the preparation of BCPs with adjacent quaternary carbons is barely known. We report a facile synthesis of α-quaternary BCPs using organophotoredox and hydrogen atom transfer catalysis in which α-keto radicals, generated through oxidation of β-ketocarbonyls, undergo efficient addition to [1.1.1]propellane. The BCP products can be transformed into a variety of useful derivatives, including enantioenriched BCPs featuring α-quaternary stereocenters.

Sequential Suzuki-Miyaura Coupling/Lewis Acid-Catalyzed Cyclization: An Entry to Functionalized Cycloalkane-Fused Naphthalenes

Functionalized angular cycloalkane-fused naphthalenes were prepared using a two-step process involving a Pd-catalyzed Suzuki-Miyaura coupling of aryl pinacol boronates and vinyl triflates followed by a boron trifluoride etherate-catalyzed cycloaromatization.

Synthesis of α-enaminones from cyclic ketones and anilines using oxoammonium salt as an oxygen transfer reagent

A convenient and straightforward transformation of cyclic ketones with anilines at room temperature has been developed using oxoammonium salt TEMPO+PF6- as an oxidant. This method enabled the synthesis of a broad range of α-enaminones. The 18O-labeling experiment demonstrated that oxoammonium salt served as the oxygen transfer reagent.

Selective C-H Olefination of Indolines (C5) and Tetrahydroquinolines (C6) by Pd/S,O-Ligand Catalysis

Herein, we report a highly selective C-H olefination of directing-group-free indolines (C5) and tetrahydroquinolines (C6) by Pd/S,O-ligand catalysis. In the presence of the S,O-ligand, a wide range of challenging indolines, tetrahydroquinolines, and olefins was efficiently olefinated under mild reaction conditions. The synthetic potential of this methodology was demonstrated by the efficient olefination of several indoline-based natural products.

Copper-Catalyzed One-Pot Borylative Aldolisation β-Fluoride Elimination for the Formal Addition of Acrylates to Carbonyl Moieties

Herein, we report the copper-catalyzed domino borylation/aldolisation of methyl 2-fluoroacrylate with carbonyl compounds followed by an elimination to give Morita–Baylis–Hillman (MBH) analogues. The optimal conditions described were shown to be compatible

Ligand-Controlled Regioselective Copper-Catalyzed Trifluoromethylation To Generate (Trifluoromethyl)allenes

(Chemical Equation Presented) "Cu-CF3" species have been used historically for a broad spectrum of nucleophilic trifluoromethylation reactions. Although recent advancements have employed ligands to stabilize and harness the reactivity of this key organometallic intermediate, the ability of a ligand to differentiate a regiochemical outcome of a Cu-CF3-mediated or -catalyzed reaction has not been previously reported. Herein, we report the first example of a Cu-catalyzed trifluoromethylation reaction in which a ligand controls the regiochemical outcome. More specifically, we demonstrate the ability of bipyridyl-derived ligands to control the regioselectivity of the Cu-catalyzed nucleophilic trifluoromethylation reactions of propargyl electrophiles to generate (trifluoromethyl)allenes. This method provides a variety of di-, tri-, and tetrasubstituted (trifluoromethyl)allenes, which can be further modified to generate complex fluorinated substructures.