41571-21-5

Upstream product

• 110-91-8 morpholine 
• 100-52-7 benzaldehyde 
• 4319-49-7 1-aminomorpholine 
• 1413917-20-0 N-[(1,1-dimethylethyl)diphenylsilyl]-3-phenyloxaziridine 
• 119645-09-9 N-[(1,1-dimethylethyl)diphenylsilyl]benzenemethanamine 
• 351186-41-9 4-methyl-N-morpholin-4-ylbenzenesulfonamide 
• 100-39-0 benzyl bromide 

Downstream Products

• 100010-36-4 5-Morpholino-6-phenyl-1,3-di(p-tolylsulfonyl)hexahydro-1,3,5-triazin-2,4-dion 
• 62524-30-5 1H-2-phenyl-3-methoxypyrrole 
• 256934-15-3 N-morpholino-2-phenyl-3-methoxy-2,5-dihydropyrrole 
• 341979-61-1 3-methoxy-2-phenyl-2,5-dihydropyrrole 
• 1365828-12-1 1-[2-(2-(3-phenyl-1H-indazol-1-yl)ethoxy)ethyl]pyrrolidine-2,5-dione 

Relevant academic research and scientific papers

Cu-Catalyzed C(sp2?H)-Trifluoromethylation of Aldehyde Hydrazones with Langlois Reagent

The C(sp2?H)-trifluoromethylation of hydrazones would give access to the α-trifluoromethylated hydrazones that can serve as intermediates in the synthesis of pharmaceutically interesting fluorinated compounds. Herein, we demonstrate the Cu-cata

α-Diazo Sulfonium Triflates: Synthesis, Structure, and Application to the Synthesis of 1-(Dialkylamino)-1,2,3-triazoles

The one-pot synthesis of a series of sulfonium salts containing transferable diazomethyl groups is described, and the structure of these compounds is elucidated by X-ray crystallography. Under photochemical conditions, reaction of these salts with N,N-dialkyl hydrazones affords 1-(dialkylamino)-1,2,3-triazoles via diazomethyl radical addition to the azomethine carbon followed by intramolecular ring closure. The straightforward transformation of the structures thus obtained into mesoionic carbene–metal complexes is also reported and the donor properties of these new ligands characterized.

Structure–activity relationships (SARs) of α- ketothioamides as inhibitors of phosphoglycerate dehydrogenase (PHGDH)

For many years now, targeting deregulation within cancer cells’ metabolism has appeared as a promising strategy for the development of more specific and efficient cancer treatments. Recently, numerous reports highlighted the crucial role of the serine synthetic pathway, and particularly of the phosphoglycerate dehydrogenase (PHGDH), the first enzyme of the pathway, to sustain cancer progression. Yet, because of very weak potencies usually in cell-based settings, the inhibitors reported so far failed to lay ground on the potential of this approach. In this paper, we report a structure–activity relationship study of a series of α-ketothioamides that we have recently identified. Interestingly, this study led to a deeper understanding of the structure–activity relationship (SAR) in this series and to the identification of new PHGDH inhibitors. The activity of the more potent compounds was confirmed by cellular thermal shift assays and in cell-based experiments. We hope that this research will eventually provide a new entry point, based on this promising chemical scaffold, for the development of therapeutic agents targeting PHGDH.

Dioxygen-Triggered Oxo-Sulfonylation of Hydrazones

A simple and highly efficient method for the oxo-sulfonylation of aldehyde-derived hydrazones has been developed using sulfinic acid as a source of sulfonyl group and oxygen as a green oxidant under metal-free conditions at room temperature. The present C

Visible-light-enabled C(sp2)-H difluoroalkylation of aldehyde-derived hydrazones under metal-free conditions

A Eosin Y-catalyzed C(sp2)-H difluoromethylation of aldehyde-derived hydrazones between difluoroalkyl bromides and aldehyde-derived hydrazones is reported. This reaction has a wide range of substrates and occurs under metal-free condition. A me

Continuous Flow α-Arylation of N,N-Dialkylhydrazones under Visible-Light Photoredox Catalysis

The first direct α-arylation of aldehyde-derived N,N-dialkylhydrazones with electron deficient aryl and heteroaryl cyanides under visible-light photoredox catalysis has been developed. Structurally complex α,α′-diaryl-N,N-cycloalkylhydrazones were obtaine

Transition-Metal-Free Trifluoromethylation of Aldehyde Derivatives with Sodium Trifluoromethanesulfinate

A metal-free and cost-effective synthetic protocol for the trifluoromethylation of N,N-disubstituted hydrazones with Langlois's reagent (CF3SO2Na) to afford the corresponding functionalized trifluoromethyl ketone hydrazones has been established. It is proposed that a radical/SET mechanism proceeding via a trifluoroalkyl radical may be involved in the reaction. Applications of the methodology in industry will be found and the development of new methods for trifluoromethylation with Langlois's reagent will be continued in our laboratory.

Visible-Light Photoredox-Catalyzed C-H Difluoroalkylation of Hydrazones through an Aminyl Radical/Polar Mechanism

An unprecedented visible-light-induced direct C-H bond difluoroalkylation of aldehyde-derived hydrazones was developed. This reaction represents a new way to synthesize substituted hydrazones. The salient features of this reaction include difluorinated hy

A Single Electron Transfer (SET) Approach to C-H Amidation of Hydrazones via Visible-Light Photoredox Catalysis

The reductive single electron transfer (SET) umpolung amination of aldehyde-derived hydrazones has been developed through visible-light-promoted photoredox catalysis. The ideal transformation of hydrazones into the corresponding hydrazonamide through selective carbon-hydrogen (C-H) bond functionalization represents one of the most step- and atom-economical methods. This SET umpolung strategy features mild conditions and a remarkably broad substrate scope, offering an entirely new substrate class to direct C-H amination.

Copper-Catalyzed C(sp2)-H Difluoroalkylation of Aldehyde Derived Hydrazones with Diboron as Reductant

An efficient and general method for C(sp2)-H difluoroalkylation of aldehyde derived hydrazones via a CuII/B2pin2-catalyzed reaction between difluoroalkyl bromides and hydrazones was developed. In this reaction,