82815-75-6

Upstream product

• 115-19-5 2-methyl-but-3-yn-2-ol 
• 540-37-4 p-aminoiodobenzene 
• 1453813-96-1 tert-butyl (4-(3-hydroxy-3-methylbut-1-yn-1-yl)phenyl)carbamate 
• 106-40-1 4-bromo-aniline 

Downstream Products

• 1420536-06-6 C₂₂H₁₆N₂O₂ 
• 1453813-97-2 S-(11-((4-(3-methyl-3-((2-nitrobenzyl)oxy)but-1-yn-1-yl)phenyl)amino)-11-oxoundecyl)ethanethioate 
• 120517-39-7 dipotasium salt of 4-<4-(phenylethynyl)phenylethynyl>-2,6-pyridinedicarboxylic acid 
• 120517-40-0 4-<4-(phenylethynyl)phenylethynyl>-2,6-bispyridine 
• 120517-38-6 diethyl 4-<4-(phenylethynyl)phenylethynyl>-2,6-pyridinedicarboxylate 
• 92866-00-7 4-ethynyltolane 
• 191094-12-9 4-[(4-iodophenyl)ethynyl]aniline 
• 67973-34-6 1,2-bis(4-iodophenyl)acetylene 
• 120517-37-5 4-(3-hydroxy-3-methyl-1-butynyl)-1-iodobenzene 
• 14235-81-5 4-Ethynylaniline 
• 119754-26-6 dimethyl 4-(4-aminophenylethynyl)-2,6-pyridinedicarboxylate 

Relevant academic research and scientific papers

Molecular design directs self-assembly of DPP polycatenars into 2D and 3D complex nanostructures

Novel diketopyrrolopyrrole (DPP) based polycatenars characterized with a long π-conjugated rigid calamitic core, different side groups (t-Boc, H or PEO) at the lactam N atoms of the central DPP core and terminal hydrophobic paraffinic chains were prepared

Hydrazine Hydrate Accelerates Neocuproine–Copper Complex Generation and Utilization in Alkyne Reduction, a Significant Supplement Method for Catalytic Hydrogenation

Diimine (HN═NH) is a strong reducing agent, but the efficiency of diimine oxidized from hydrazine hydrate or its derivatives is still not good enough. Herein, we report an in situ neocuproine–copper complex formation method. The redox potential of this complex enable it can serve as an ideal redox catalyst in the synthesis of diimine by oxidation of hydrazine hydrate, and we successfully applied this technique in the reduction of alkynes. This reduction method displays a broad functional group tolerance and substrate adaptability as well as the advantages of safety and high efficiency. Especially, nitro, benzyl, boc, and sulfur containing alkynes can be reduced to the corresponding alkanes directly, which provides a useful complementary method to traditional catalytic hydrogenation. Besides, we applied this method in the preparation of the Alzheimer’s disease drug CT-1812 and studied the mechanism.

Utilizing a copper-free Sonogashira reaction in the synthesis of the leukotriene a4 hydrolase modulator batatasin IV

Batatasin IV is a dihydrostilbenoid isolated from Chinese yams which was shown to have inhibitory activities against plant growth. Later studies showed that this compound may exhibit anti-inflammatory properties by inhibiting the epoxide hydrolase activity of the leukotriene A4 hydrolase enzyme. To access the dihydrostilbenoid skeleton, a copper-free SPhos-mediated Sonogashira reaction was conceived and the substrate scope was explored. Our results indicate that the reaction can tolerate the presence of free alcohols, aldehydes, nitro groups, and anilinyl groups. However, a substituent with an acidic phenol or carboxylic acid group gave significantly lower yields. Next, a total synthesis of batatasin IV was accomplished in 16% overall yield incorporating the reported copper-free Sonogashira reaction. Finally, we show that batatasin IV inhibits the hydrolysis of alanine p-nitroanilide by leukotriene A4 hydrolase with an IC50 of 91.4 μM.

A fluorescent ratiometric chemodosimeter for Cu2+ based on TBET and its application in living cells

Based on a through bond energy transfer (TBET) between Rhodamine and a naphthalimide fluorophore, a fluorescent ratiometric chemodosimeter RN1 was designed and prepared for single selective detection of Cu2+ in aqueous solution and in living ce

A photolabile protection strategy for terminal alkynes

We present a strategy for photolabile protection of terminal alkynes. Several photo-caged alcohols were synthesized via mild copper(II)-catalyzed substitution between tertiary propargylic alcohols and 2-nitrobenzyl alcohol to build up robust, base stable o-nitrobenzyl (NB) photo-cleavable compounds. We compare the new photolabile protecting group with the commonly used alkyne protecting group, 2-methyl-3-butyn-2-ol and the results show that NB ethers are stable under the cleaving conditions for the cleavage of methylbutynol protected alkynes. Additionally, we present the synthesis of photo-cleavable NB derivatives containing thiol groups that can serve as agents for photoinduced surface functionalization reactions.

Synthesis and properties of novel liquid crystalline materials with super high birefringence: styrene monomers bearing diacetylenes, naphthyl, and nitrogen-containing groups

Three new liquid crystal asymmetrical styrene monomers bearing diacetylenes, naphthyl, and nitrogen-containing groups were successfully synthesized from 2-(bromoethynyl)-6-(hexyloxy)naphthalene, 4-(4-bromo-2-vinylphenyl)-2-methylbut-3-yn-2-ol, and derivat

Synthesis of nanometer-sized homo- and heteroorganometallic tripodaphyrins

Tripodaphyrins are tetrahedral or pyramidal assemblies in which a porphyrin macrocycle situated on the top of the molecule is 'supported' by three 'legs' consisting of linear arrays of covalently linked rigid constitutive elements. The edge-length at the 'base' of the molecules which have been synthesized until now lies in the range from 3.2 to 6.5 nm. In some tripodaphyrins (3a-c) the chromophore situated on the top of the molecule differs on the complexed metal ion from the other three, which are located at the ends of the 'legs'. Owing to the dimensions of the molecules, no intramolecular interaction between the chronophores is observed, even in the presence of a paramagnetic Cu(II) chelate.

Synthesis of Some Substituted Dimethyl and Diethyl 4-(Phenylethynyl)-2,6-pyridinedicarboxylates

Substituted dimethyl and diethyl 4-(phenylethynyl)-2,6-pyridinedicarboxylates were prepared by coupling reactions between dialkyl 4-halo-2,6-pyridinedicarboxylates and terminal arylacetylenes in the presence of an organopalladium catalyst and copper(I) iodide in a suitable solvent system.The terminal acetylenes needed in this work were synthesized from the corresponding aryl halides using either (trimethylsilyl)acetylene or 2-methyl-3-butyn-2-ol followed by deprotection of the triple bond, depending on the nature of the compound in question.