19115-31-2

Upstream product

• 1026015-60-0 1-[2-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-prop-2-yn-1-ol 
• 89-95-2 2-methyl-benzyl alcohol 
• 4301-14-8 acetylenemagnesium bromide 
• 35822-58-3 2-bromobenzaldehyde diethyl acetal 
• 90-02-8 salicylaldehyde 
• 74-86-2 acetylene 
• 1374575-83-3 1-(o-hydroxyphenyl)-3-trimethylsilylpropargylic alcohol 
• 116585-12-7 2-((tert-butyldimethylsilyl)oxy)benzaldehyde 

Downstream Products

• 16469-67-3 1-(2-hydroxyphenyl)prop-2-yn-1-one 
• 183584-72-7 Carbonic acid 2-(1-ethoxycarbonyloxy-prop-2-ynyl)-phenyl ester ethyl ester 
• 188192-64-5 2-methyl-4-[2-(1-hydroxyprop-2-yn-1-yl)phenoxy]but-2-ene 
• 183584-51-2 Carbonic acid ethyl ester 2-octa-1,2-dienyl-phenyl ester 
• 39581-61-8 benzofuran-2-yl-acetic acid methyl ester 
• 215794-65-3 2-benzyloxymethyl-1-benzofuran 
• 1384475-87-9 C₁₅H₁₈O₂ 
• 1384475-75-5 2-(1-methoxyprop-2-ynyl)phenol 
• 939792-77-5 2-(methoxymethyl)benzofuran 
• 1060728-88-2 2-methylene-2,3-dihydro-1-benzofuran-3-ol 
• 5635-98-3 2-(methoxymethyl)phenol 
• 1394125-94-0 5-(2,2-di-tert-butyl-4h-benzo[d][1,3,2]dioxasilin-4-yl)-2,3-dimethoxycyclohexa-2,5-diene-1,4-dione 
• 1394125-99-5 5-(2,2-di-tert-butyl-4h-benzo[d][1,3,2]dioxasilin-4-yl)-2,3-dimethylcyclohexa-2,5-diene-1,4-dione 

Relevant academic research and scientific papers

Ru(II)- And Os(II)-Induced Cycloisomerization of Phenol-Tethered Alkyne for Functional Chromene and Chromone Complexes

Diphosphine-containing Ru(II)/Os(II)-chromene and -chromone complexes were synthesized from reactions between phenol ynone HCC(C≠O)(o-C6H4OH) and cis-[Ru/Os(dppm)2Cl2] (dppm = 1,1-bis(diphenylphosphino)methane). The structures of these complexes in the so

Metalated Chromene and Chromone Complexes: pH Switchable Metal–Carbon Bonding Interaction, Photo-triggerable Chromone Delivery Application, and Antioxidative Activity

The two families of RuII-chromene and -chromone complexes isolated in this work represent the first examples of metalated chromene and chromone complexes synthesized through transition-metal-mediated cyclization of phenol-tethered ynone. These unprecedented metalated heterocyclic compounds exhibit remarkable features, such as pH-switchable metal–carbon bonding interactions, photo-triggerable release of organic chromone upon visible-light irradiation, and superior antioxidative property to their organic analogue (1,4-benzopyrone). These findings not only offer mechanistic insights into metal-induced activation of functionalized alkynes, but also add a new dimension to rational design of antioxidants and photo-responsive drug delivery systems.

Divergence in Ynone Reactivity: Atypical Cyclization by 3,4-Difunctionalization versus Rare Bis(cyclization)

Functionalized ynones can be activated by Tf2C=CH2, which was generated in situ, to form zwitterionic species. These species were trapped in an intramolecular fashion by several nucleophiles to generate two major types of triflones in a divergent manner. Through fine-tuning of the reaction temperature, bis(triflyl)-6-membered- or (triflyl)-5-membered-fused-heterocycles were achieved in reasonable yields in a totally selective manner. In this way, bis(triflyl)flavones, bis(triflyl)thioflavones, bis(triflyl)selenoflavones, (triflyl)benzothienopyrans, (triflyl)benzoselenophenopyrans, (triflyl)vinyl aurones, and (triflyl)pyranoindoles were constructed. Conceivable mechanistic pathways were suggested on the basis of the isolation of several intermediates and the results from control experiments.

Copper-Catalyzed Dehydrative Cyclization of 1-(2-Hydroxyphenyl)propargyl Alcohols with P(O)H Compounds for the Synthesis of 2-Phosphorylmethylbenzofurans

A tetrakis(acetonitrile)copper(I) hexafluorophosphate [Cu(MeCN)PF6]-catalyzed dehydrative reaction of 1-(2-hydroxyphenyl)propargyl alcohols with diarylphosphine oxides has been developed to provide an efficient synthesis of phosphorylated benzo

QUINONE METHIDE ANALOG SIGNAL AMPLIFICATION

Disclosed herein are novel quinone methide analog precursors and embodiments of a method and a kit of using the same for detecting one or more targets in a biological sample. The method of detection comprises contacting the sample with a detection probe, then contacting the sample with a labeling conjugate that comprises an enzyme. The enzyme interacts with a quinone methide analog precursor comprising a detectable label, forming a reactive quinone methide analog, which binds to the biological sample proximally to or directly on the target. The detectable label is then detected. In some embodiments, multiple targets can be detected by multiple quinone methide analog precursors interacting with different enzymes without the need for an enzyme deactivation step.

Directing group assisted nucleophilic substitution of propargylic alcohols via o -quinone methide intermediates: Br??nsted acid catalyzed, highly enantio- and diastereoselective synthesis of 7-alkynyl-12a-acetamido-substituted benzoxanthenes

BINOL-based, chiral phosphoric acids catalyze the substitution of 1-(o-hydroxyphenyl)propargylic alcohols with enamides to furnish 7-alkynyl-12a-acetamido-substituted benzo[c]xanthenes and related heterocycles in a one-pot operation with excellent diastereo- and enantioselectivity. Ambient reaction temperature, operationally simple reaction conditions, low catalyst loading, high yields, and excellent stereocontrol are attractive features of this process and make it a highly practical and versatile transformation.

Highly efficient activation of organosilanes with η2-aldehyde nickel complexes: Key for catalytic syntheses of aryl-, vinyl-, and alkynyl-benzoxasiloles

An η2-aldehyde nickel complex was utilized as an effective activator for an organosilane in order to generate a hypervalent silicate reactant for the first time. This method was successfully applied to the highly efficient syntheses of 3-aryl-, vinyl-, and alkynyl-2,1-benzoxasiloles from benzaldehydes with aryl-, vinyl-, and alkynylsilyl groups at the ortho position. Initial mechanistic studies revealed that an intermolecular aryl transfer process was involved in the reaction mechanism. The formation of an η2-aldehyde complex was directly confirmed by NMR.

A new copper(I)-catalyzed cycloetherification/acid-catalyzed allylic nucleophilic substitution for one-pot synthesis of 2-substituted benzofurans

A new copper(I)-catalyzed cycloetherification followed by an acid-catalyzed allylic nucleophilic substitution have been developed for the one-pot synthesis of 2-substituted benzofurans. This one-pot reaction proceeds efficiently under extremely mild conditions with simple and inexpensive catalysts, providing diversely substituted benzofurans in good to excellent yields. Georg Thieme Verlag Stuttgart. New York.

Copper(I)-catalyzed hydroalkoxylation/hydrogen-bonding-induced asymmetric hetero-diels-alder cycloaddition cascade: An approach to aromatic spiroketals

One thing leads to another: Bis(benzannelated) 5,6-spiroketal skeletons can be constructed by an efficient cascade process involving an unprecedented CuI-catalyzed intramolecular alkyne hydroalkoxylation and an asymmetric hetero-Diels-Alder cyc

Cascade reactions: Sequential homobimetallic catalysis leading to benzofurans and β,γ-unsaturated esters

The concatenation between a Pd(0)-promoted deallylation catalytic cycle and a Pd(II)-promoted heterocyclization catalytic cycle (an example of what we have named "sequential homobimetallic catalysis") has been shown to occur starting from 1-(2-allyloxyphenyl)-2-yn-1-ols 1 to afford 2-benzofuran-2- ylacetic esters 2 and β,γ-unsaturated esters in high yields under carbonylative conditions. In view of the conceptual as well as the synthetic importance of the process, the mechanistic aspects and the synthetic scope of the reaction have been investigated in detail. All the experimental evidence is in agreement with the sequential homobimetallic mechanism, and the reaction has proven to be of general synthetic applicability.