17822-51-4

Upstream product

• 100-52-7 benzaldehyde 
• 137-44-0 2-pyrazolin-5-one 
• 79289-22-8 benzaldehyde β-chloropropionylhydrazone 
• 292638-85-8 acrylic acid methyl ester 
• 1752-88-1 tetrahydro-3H-pyrazol-3-one hydrochloride 
• 5281-18-5 benzaldehyde, hydrazone 
• 10234-72-7 pyrazolidin-3-one 
• 27001-59-8 6-phenyl-1,5-diaza-bicyclo[3.1.0]hexan-2-one 

Downstream Products

• 72475-35-5 (5R,6R,7R)-6-Nitro-5,7-diphenyl-tetrahydro-pyrazolo[1,2-a]pyrazol-1-one 

Relevant academic research and scientific papers

Facile and innovative catalytic protocol for intramolecular Friedel-Crafts cyclization of Morita-Baylis-Hillman adducts: Synergistic combination of chiral (salen)chromium(III)/ BF3 OEt2 catalysis

The chiral (salen)Cr(III)/BF3 OEt2 catalytic combination was found to be an effective catalyst for intramolecular Friedel-Crafts cyclization of electron-deficient Morita-Baylis-Hillman adducts. In presence of mild reaction conditions the chiral (salen)Cr(

Visible-Light Driven Selective C-N Bond Scission in anti-Bimane-Like Derivatives

In the present study, we report the photochemical transformation of pyrazolo[1,2-a]pyrazolone substrates that reach an excited state upon irradiation with visible light to initiate the homolytic C-N bond cleavage process that yields the corresponding N1-s

Carbamoylation of Azomethine Imines via Visible-Light Photoredox Catalysis

A versatile and robust photocatalytic methodology to install the amide functional group into azomethine imine ions is described. This protocol is distinguished by its broad scope and mild reaction conditions, which are well suited for the preparation of s

Visible-Light-Mediated α-Amino Alkylation of Azomethine Imines: An Approach to N-(β-Aminoalkyl)pyrazolidinones

Herein, a mild and robust photocatalytic protocol for the combination of amino and pyrazolidinone functionalities through a radical α-amino alkylation of azomethine iminium ions is demonstrated. This method presents a high functional group tolerance provi

Diversity Oriented Clicking (DOC): Divergent Synthesis of SuFExable Pharmacophores from 2-Substituted-Alkynyl-1-Sulfonyl Fluoride (SASF) Hubs

Diversity Oriented Clicking (DOC) is a unified click-approach for the modular synthesis of lead-like structures through application of the wide family of click transformations. DOC evolved from the concept of achieving “diversity with ease”, by combining classic C?C π-bond click chemistry with recent developments in connective SuFEx-technologies. We showcase 2-Substituted-Alkynyl-1-Sulfonyl Fluorides (SASFs) as a new class of connective hub in concert with a diverse selection of click-cycloaddition processes. Through the selective DOC of SASFs with a range of dipoles and cyclic dienes, we report a diverse click-library of 173 unique functional molecules in minimal synthetic steps. The SuFExable library comprises 10 discrete heterocyclic core structures derived from 1,3- and 1,5-dipoles; while reaction with cyclic dienes yields several three-dimensional bicyclic Diels–Alder adducts. Growing the library to 278 discrete compounds through late-stage modification was made possible through SuFEx click derivatization of the pendant sulfonyl fluoride group in 96 well-plates—demonstrating the versatility of the DOC approach for the rapid synthesis of diverse functional structures. Screening for function against MRSA (USA300) revealed several lead hits with improved activity over methicillin.

Br?nsted Acid-Catalyzed (4 + 3) Cyclization of N, N′-Cyclic Azomethine Imines with Isatoic Anhydrides

A Br?nsted acid-catalyzed (4 + 3) cyclization of N,N′-cyclic azomethine imines with isatoic anhydrides has been discovered, which constructs seven-membered nitrogenous heterocyclic frameworks with overall high yields (up to 98% yield). This reaction repre

Photocatalytic reductive radical-radical coupling of: N, N ′-cyclicazomethine imines with difluorobromo derivatives

A visible-light-induced difluoroalkylation of N,N′-cyclicazomethine imine was successfully realized through a novel photoredox radical-radical cross-coupling reaction. This developed protocol exhibits high functional group tolerance and affords a variety

Solvent incorporated sequential [3 + 2] annulation/substitution reaction of azomethine imines and propargyl sulfur ylide

A novel solvent incorporated sequential [3 + 2] cycloaddition/substitution reaction of azomethine imines with propargyl sulfur ylide was developed. In the actual three-component reaction, propargyl sulfur ylide acts as a dipole reagent to furnish the annu

Chiral Phosphine–Phosphite Ligands in Asymmetric Gold Catalysis: Highly Enantioselective Synthesis of Furo[3,4-d]-Tetrahydropyridazine Derivatives through [3+3]-Cycloaddition

The AuI-catalyzed reaction of 2-(1-alkynyl)-2-alken-1-ones with azomethine imines regio- and diastereoselectively affords furo[3,4-d]tetrahydropyridazines in a tandem cyclization/intermolecular [3+3]-cycloaddition process under mild conditions.

Asymmetric [3 + 2] Cycloaddition Employing N, N′-Cyclic Azomethine Imines Catalyzed by Chiral-at-Metal Rhodium Complex

An efficient asymmetric 1,3-dipolar cycloaddition of α,β-unsaturated 2-acyl imidazoles with N,N′-cyclic azomethine imines catalyzed by a chiral-at-metal rhodium complex is reported. The corresponding N,N′-bicyclic pyrazolidine derivatives with three conti