26557-77-7

Upstream product

• 6165-75-9 propargyl benzenesulfonate 
• 103-90-2 4-acetaminophenol 
• 106-96-7 propargyl bromide 
• 123-30-8 4-amino-phenol 
• 6921-27-3 dipropargyl ether 
• 624-65-7 2-propynyl chloride 
• 26557-78-8 4-(prop-2-ynyloxy)aniline 
• 108-24-7 acetic anhydride 

Downstream Products

• 103-90-2 4-acetaminophenol 
• 1561107-08-1 4-Hydroxy-5-methyl-3-((4-((1-(naphthalen-1-yl)-1H-1,2,3-triazol-4-yl)methoxy)phenyl)diazenyl)-2H-pyran-2-one 
• 1561107-09-2 3-((4-((1-(4-bromophenyl)-1H-1,2,3-triazol-4-yl)methoxy)phenyl)diazenyl)-4-hydroxy-5-methyl-2H-pyran-2-one 
• 1561107-12-7 6-((4-(prop-2-ynyloxy)phenyl)-diazenyl)benzo[d][1,3]dioxol-5-ol 
• 1561107-15-0 6-((4-((1-(4-methoxyphenyl)-1H-1,2,3-triazol-4-yl)methoxy)phenyl)diazenyl)benzo[d][1,3]dioxol-5-ol 
• 1561107-17-2 6-((4-((1-phenyl-1H-1,2,3-triazol-4-yl)methoxy)phenyl)diazenyl)benzo[d][1,3]dioxol-5-ol 
• 1561107-20-7 6-((4-((1-(4-tolyl)-1H-1,2,3-triazol-4-yl)methoxy)phenyl)diazenyl)-benzo[d][1,3]dioxol-5-ol 
• 1561107-22-9 6-((4-((1-(4-fluorophenyl)-1H-1,2,3-triazol-4-yl)methoxy)phenyl)diazenyl)benzo[d][1,3]dioxol-5-ol 
• 1561107-25-2 6-((4-((1-(4-nitrophenyl)-1H-1,2,3-triazol-4-yl)methoxy)phenyl)diazenyl)benzo[d][1,3]dioxol-5-ol 
• 1561107-28-5 6-((4-((1-(3-chloro-4-fluorophenyl)-1H-1,2,3-triazol-4-yl)methoxy)phenyl)diazenyl)benzo[d][1,3]dioxol-5-ol 
• 1561107-31-0 6-((4-((1-(4-bromophenyl)-1H-1,2,3-triazol-4-yl)methoxy)phenyl)diazenyl)benzo[d][1,3]dioxol-5-ol 
• 1561107-36-5 4-((1-(4-methoxyphenyl)-1H-1,2,3-triazol-4-yl)methoxy)aniline 
• 1561106-96-4 4-hydroxy-5-methyl-3-((4-(prop-2-ynyloxy)phenyl)diazenyl)-2H-pyran-2-one 
• 1561106-99-7 4-hydroxy-3-((4-((1-(4-methoxyphenyl)-1H-1,2,3-triazol-4-yl)methoxy)phenyl)diazenyl)-5-methyl-2H-pyran-2-one 

Relevant academic research and scientific papers

Cu0-Loaded organo-montmorillonite with improved affinity towards hydrogen: An insight into matrix-metal and non-contact hydrogen-metal interactions

Copper-loaded organo-montmorillonite showed improved affinity towards hydrogen under ambient conditions. Clay ion exchange with a propargyl-ended cation followed by thiol-yne coupling with thioglycerol resulted in a porous structure with a 6 fold higher s

Single-chain nanoparticles with well-defined structure via intramolecular crosslinking of linear polymers with pendant benzoxazine groups

Controlled intramolecular collapse of linear polymer chains with crosslinkable groups is an efficient way to prepare single-chain nanoparticles in the size range of 5-20 nm. However, the nature of the crosslinking group is critical. In present study, poly

Synthesis of sorafenib analogues incorporating a 1,2,3-triazole ring and cytotoxicity towards hepatocellular carcinoma cell lines

A series of 1,2,3-triazole-containing Sorafenib analogues, in which the aryl urea moiety of Sorafenib (1) was replaced with a 1,2,3-triazole ring linking a substituted phenoxy fragment, were prepared successfully via Huisgen 1,3-dipolar cycloaddition and

Enantio- and Diastereoselective, Complete Hydrogenation of Benzofurans by Cascade Catalysis

We report an enantio- and diastereoselective, complete hydrogenation of multiply substituted benzofurans in a one-pot cascade catalysis. The developed protocol facilitates the controlled installation of up to six new defined stereocenters and produces architecturally complex octahydrobenzofurans, prevalent in many bioactive molecules. A unique match of a chiral homogeneous ruthenium-N-heterocyclic carbene complex and an in situ activated rhodium catalyst from a complex precursor act in sequence to enable the presented process.

Novel molecules containing structural features of NSAIDs and 1,2,3-triazole ring: Design, synthesis and evaluation as potential cytotoxic agents

For the first time the template containing structural features of more than one NSAIDs and the 1,2,3-triazole ring was explored for the identification of potential cytotoxic agents. These new and complex molecules were predicted to be effective inhibitors

Radical Carbonyl Propargylation by Dual Catalysis

Carbonyl propargylation has been established as a valuable tool in the realm of carbon–carbon bond forming reactions. The 1,3-enyne moiety has been recognized as an alternative pronucleophile in the above transformation through an ionic mechanism. Herein, we report for the first time, the radical carbonyl propargylation through dual chromium/photoredox catalysis. A library of valuable homopropargylic alcohols bearing all-carbon quaternary centers could be obtained by a catalytic radical three-component coupling of 1,3-enynes, aldehydes and suitable radical precursors (41 examples). This redox-neutral multi-component reaction occurs under very mild conditions and shows high functional group tolerance. Remarkably, bench-stable, non-toxic, and inexpensive CrCl3 could be employed as a chromium source. Preliminary mechanistic investigations suggest a radical-polar crossover mechanism, which offers a complementary and novel approach towards the preparation of valuable synthetic architectures from simple chemicals.

A novel series of substituted 1,2,3-triazoles as cancer stem cell inhibitors: Synthesis and biological evaluation

An alarming increase in global death toll resulting from cancer incidents, particularly due to multidrug resistance and reduced efficacy as a consequence of target mutations, has compelled us to look for novel anticancer agents. Cancer stem cells (CSCs),

Synthesis of Bioactive Complex Small Molecule-Ciprofloxacin Conjugates and Evaluation of Their Antibacterial Activity

Conjugates between pharmaceuticals and small molecules enable access to a vast chemical space required for the discovery of new lead molecules with modified therapeutic potential. However, the dearth of specific chemical reactions that are capable of functionalizing drugs and bioactive natural products presents a formidable challenge for preparing their conjugates. Here, we report a support-free CuI-nanoparticle-catalyzed strategy for conjugating electron-deficient and electron-rich terminal alkynes with a ciprofloxacin methyl ester. Our conjugation technique exploits the late-stage functionalization of bioactive natural products such as tocopherol, vasicinone, amino acids, and pharmaceuticals such as aspirin and paracetamol to provide conjugates in excellent yields under mild and green conditions. This protocol also enabled the synthesis of (hetero)arene-ciprofloxacin 1,4-disubstituted 1,2,3-triazoles in good yields and high regioselectivities. These synthesized ciprofloxacin conjugates were evaluated in vitro for their antibacterial activity against a panel of relevant bacteria. A significant number of conjugates showed comparable activity against Gram-positive and Gram-negative bacteria. Moreover, some conjugates exhibited less toxicity than ciprofloxacin against two mammalian cell lines, suggesting the utility for the future investigation of these compounds for in vivo efficacy and pharmacokinetic studies.

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.

1,2,3-Triazole-based kojic acid analogs as potent tyrosinase inhibitors: Design, synthesis and biological evaluation

A series of kojic acid-derived compounds 6a-p bearing aryloxymethyl-1H-1,2,3-triazol-1-yl moiety were designed by modifying primary alcoholic group of kojic acid as tyrosinase inhibitors. The target compounds 6a-p were synthesized via click reaction. All