678971-25-0

Upstream product

• 7681-65-4 copper(l) iodide 
• 768-70-7 1-ethynyl-3-methoxybenzene 
• 12775-96-1 copper 

Downstream Products

• 1451265-10-3 dicyclohexyl[(3-methoxyphenyl)ethynyl]phosphine-borane 
• 1629768-47-3 1-((3-methoxyphenyl)ethynyl)pyrrolidin-2-one 
• 111727-07-2 1-methoxy-3-(3,3,3-trifluoroprop-1-yn-1-yl)benzene 

Relevant academic research and scientific papers

Electrochemical preparation and applications of copper(i) acetylides: A demonstration of how electrochemistry can be used to facilitate sustainability in homogeneous catalysis

Copper(i) acetylides are important intermediates for many syntheses and have been prepared here electrochemically in an energy efficient manner. These were subsequently employed in simple organic C-C bond forming reactions. We also demonstrate that application of Faraday's laws allows the charge to be calculated so that only the required amount of metal is used. In addition, the application of copper-coated graphite electrodes allows the maximum atom efficiency for this process and even offers a recovery strategy to extract the metal following completion of the reaction.

Convenient and practical alkynylation of heteronucleophiles with copper acetylides

Copper acetylides, readily available reagents which are characterized by their lack of reactivity, can be simply activated by oxidation with oxygen in the presence of simple nitrogen ligands such as TMEDA or imidazole derivatives. Upon activation, these nucleophilic species undergo a formal umpolung and can transfer their alkyne subunit to a wide range of heteronucleophiles, including amides, oxazolidinones, imines, and dialkyl phosphites. This alkynylation, which provides one of the most practical entry to useful building blocks such as ynamides, ynimines, and alkynylphosphonates, proceeds under especially mild conditions and can be easily performed on a multigram scale. Georg Thieme Verlag Stuttgart, New York.

Unprecedented synthesis of alkynylphosphine-boranes through room-temperature oxidative alkynylation

An original and user-friendly synthesis of alkynylphosphine-boranes, useful building blocks in organic synthesis, based on an oxidative P-alkynylation reaction with readily available copper acetylides is reported. The ability of a secondary phosphine protected with a borane to undergo oxidative coupling without oxidation of the P-moiety is demonstrated for the first time. The reaction, which proceeds at room temperature, is applicable to the preparation of enantioenriched and structurally complex alkynylphosphine-boranes.

RECEPTOR FUNCTION CONTROLLING AGENT

The GPR40 receptor function regulator of the present invention, which comprises a compound having an aromatic ring and a group capable of releasing cation is useful as an insulin secretagogue or an agent for the prophylaxis or treatment of diabetes and the like.