82094-39-1

Upstream product

• 2094-72-6 1-Adamantanecarbonyl chloride 
• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 
• 828-51-3 1-Adamantanecarboxylic acid 
• 536-74-3 phenylacetylene 
• 2094-74-8 1-Adamantanecarbaldehyde 
• 201230-82-2 carbon monoxide 
• 768-93-4 1-iodoadamantane 

Downstream Products

• 131273-64-8 1-phenyl-2-tricyclo[3.3.1.1(3,7)]dec-1-ylethane-1,2-dione 
• 82094-44-8 1-{(3r,5r,7r)-adamantan-1-yl}-3-phenylpropane-1,3-dione 

Relevant academic research and scientific papers

Method for preparing acetyenic ketone compound by using B-form DNA to promote Sonogashira reaction

The invention discloses a method for preparing an acetyenic ketone compound by using B-form DNA to promote Sonogashira reaction. According to the method, the B-form DNA is used as an accelerant, purewater is used as a solvent, potassium carbonate is taken

Alkynylation of Csp2 (O)–H Bonds Enabled by Photoredox-Mediated Hydrogen-Atom Transfer

The development of new hydrogen-atom transfer (HAT) strategies within the framework of photoredox catalysis is highly appealing for its power to activate a desired C?H bond in the substrate leading to its selective functionalization. Reported here is the first photoredox-mediated hydrogen-atom transfer method for the efficient synthesis of ynones, ynamides, and ynoates with high regio- and chemoselectivity by direct functionalization of Csp2 (O)?H bonds. The broad synthetic application of this method has been demonstrated by the selective functionalization of C(O)?H bonds within complex molecular scaffolds.

Carboxylic acid [...]end alkyne couplingacetylenic ketone the method of preparation

The invention discloses a method for preparing acetyenic ketone by coupling carboxylate triazinyl ester with terminal alkyne. According to the method, palladium acetate is taken as a catalyst, and a carboxylate triazinyl ester compound is taken as an elec

Privilege Ynone Synthesis via Palladium-Catalyzed Alkynylation of "Super-Active Esters"

A neat palladium-catalyzed alkynylation reaction was developed with "super-active ester" as the carbonyl electrophile, which provides a clean and efficient synthetic protocol for a broad array of ynone compounds under CO-, Cu-, ligand-, and base-free conditions. The superior activity of triazine ester was rationalized by the strong electron-withdrawing ability and the unique affinity of triazine on palladium. A mechanistic experiment clearly demonstrated that the N-Pd coordination of triazine plays a crucial role for the highly efficient C-O activation. (Chemical Equation presented).

Radical-induced metal-free alkynylation of aldehydes by direct C-H activation

A direct C(sp2)-H alkynylation of aldehyde C(O)-H bonds with hypervalent iodine alkynylation reagents provides ynones under metal-free conditions. In this method, 1-[(triisopropylsilyl)ethynyl]-1,2-benziodoxol-3(1H)-one (TIPS-EBX) constitutes a

Synthesis of alkyl alkynyl ketones by Pd/light-induced three-component coupling reactions of iodoalkanes, CO, and 1-alkynes

Under photoirradiation conditions using xenon light, in the presence of a catalytic amount of PdCl2(PPh3)2 with triethylamine as a base, a three-component coupling reaction of iodoalkanes, carbon monoxide, and terminal alkynes proceeded to give alkyl alkynyl ketones in good yields.

Synthesis of Adamantane Derivatives. 59. Reactions of Some Electrophilic Adamantane Derivatives with Unsaturated Organosilanes

1-Adamantyl acetate (5) and 1-adamantyl silyl ether (12) react with unsaturated organosilanes exactly as the chloride 1 does; the reactions of 5 catalyzed by trimethylsilyl triflate and of 12 catalyzed by TiCl4 with 6 and 7 give the corresponding adamantane-substituted products.Under AlCl3-catalyzed conditions, the reactions of 1-adamantylcarbinyl chloride (17) with 6 and 7 give the products which have a homoadamantane skeleton.Interestingly, the reactions of 1-adamantanecarbonyl chloride (22) with α,β- and β,γ-unsaturated silanes proceed smoothly at -78 deg C (TiCl4) or at room temperature (ZnCl2) while the competitive decarbonylation scarcely takes place.Furthermore, the reactions of 22 with silyl enol ethers are efficiently catalyzed with normal Lewis acids such as SnCl4 to give C-adamantanecarbonylated products.Some adamantane-substituted unsaturated silanes are acetylated under the conditions employed for 22 to give structurally related adamantane derivatives.The aldehyde (53) and ketone (54) show different reactivity to the unsaturated organosilanes; the former reacts with 6, 7, and 25 as usual, but the latter does not.