176038-85-0

Upstream product

• 5651-86-5 4-(prop-2-ynyloxy)benzaldehyde 
• 123-08-0 4-hydroxy-benzaldehyde 
• 623-05-2 (4-hydroxyphenyl)methanol 
• 34905-02-7 [4-(prop-2-yn-1-yloxy)phenyl]methanol 
• 99-96-7 4-hydroxy-benzoic acid 
• 61747-71-5 2-propynyl 4-(2-propynyloxy)benzoate 

Downstream Products

• 1079882-90-8 1-(azidomethyl)-4-(prop-2-yn-1-yloxy)benzene 
• 1332865-76-5 C₃₄H₃₁NO₄ 
• 1332865-75-4 C₁₇H₁₇NO₂ 
• 1332865-73-2 C₁₇H₁₄O₃ 
• 1332865-74-3 C₁₇H₁₃NO₂ 
• 1041199-43-2 C₅₀H₄₂O₆ 

Relevant academic research and scientific papers

Click chemistry step growth polymerization of novel α-azide-ω- alkyne monomers

A novel step growth polymerization A-B strategy based on the click chemistry polyaddition of tailor-made α-azide-ω-alkyne low molar mass monomers was developed, leading to polytriazole (co)polymers with tunable structures and properties. The Royal Society

Efficient Palladium-Triggered Release of Vorinostat from a Bioorthogonal Precursor

Bioorthogonal uncaging strategies have recently emerged as an experimental therapeutic approach to control drug release. Herein we report a novel masking strategy that enables to modulate the metal chelating properties of hydroxamic acid groups by bioorth

Efficient Multicomponent Active Template Synthesis of Catenanes

We describe a simple and high yielding active template synthesis of [2]catenanes. In addition to mechanical bond formation using a single premacrocycle bearing an azide and alkyne moiety, our method is also suitable for the co-macrocyclization of readily

Homologation of Electron-Rich Benzyl Bromide Derivatives via Diazo C-C Bond Insertion

The ability to manipulate C-C bonds for selective chemical transformations is challenging and represents a growing area of research. Here, we report a formal insertion of diazo compounds into the "unactivated"C-C bond of benzyl bromide derivatives catalyzed by a simple Lewis acid. The homologation reaction proceeds via the intermediacy of a phenonium ion, and the products contain benzylic quaternary centers and an alkyl bromide amenable to further derivatization. Computational analysis provides critical insight into the reaction mechanism, in particular the key selectivity-determining step.

Synthesis and Evaluation of O 2-Derived Diazeniumdiolates Activatable via Bioorthogonal Chemistry Reactions in Living Cells

A class of O2-alkyl derived diazeniumdiolates 3a-f and 4a-c were designed and synthesized as new bioorthogonal NO precursors, which can be effectively uncaged in the presence of a palladium catalyst via bioorthogonal bond cleavage reactions to generate NO in living cancer cells, eliciting potent antiproliferative activity.

Selective upper rim functionalization and lower rim bridge building with calix[4]arenes and calix[6]arenes

Selective upper rim functionalization of calix[6]arenes has been achieved by selective lower rim benzoylation at the 1,2,4,5 positions followed by AlCl3-induced removal of the tert-butyl groups of the unesterified aryl residues and introduction of various functionalities into the vacated para positions, including bromo (5), dialkylamino, (7-11) cyanomethyl (12), and (propargyloxy)methyl (13) groups. Lower rim bridge building has been achieved via oxidative coupling reactions between the aryne moieties of calix[4]arenes and calix[6]arenes in which O-benzyl groups carry one (from 23 and 24) or two (from 25) propargyloxy residues. In the calix[4]arene series both a single-spanned (32) and a double-spanned (33) double-cavity calixarene were obtained. In the calix[6]arene series only a single-spanned double cavity calixarene (36) could be characterized.