74637-37-9

Upstream product

• 865-48-5 sodium t-butanolate 
• 3433-80-5 1-Bromo-2-bromomethyl-benzene 
• 18982-54-2 o-bromobenzyl alcohol 
• 799296-23-4 ethyl (2S)-2-[(diisopropylsilyl)oxy]propanoate 
• 6630-33-7 ortho-bromobenzaldehyde 
• 100-52-7 benzaldehyde 
• 95-46-5 2-methylphenyl bromide 
• 59184-20-2 2-bromo-(trimethylsilyloxymethyl)benzene 

Downstream Products

• 904689-23-2 12-p-fluorophenylethynyl-5H-7,12-dihydrodibenz[c,f][1,5]oxastibocine 
• 904689-22-1 12-p-tolylethynyl-5H-7,12-dihydrodibenz[c,f][1,5]oxastibocine 
• 904689-21-0 12-phenylethynyl-5H-7,12-dihydrodibenz[c,f][1,5]oxastibocine 

Relevant academic research and scientific papers

High-efficiency conversion of trimethylsilyl ethers to their corresponding ethers using carbon-based solid acid as a new catalyst in heterogeneous mixtures

Carbon-based solid acid was used as a new catalyst for conversion of trimethylsilyl ethers to their corresponding ethers in heterogeneous mixtures. The experiments were done moderately at room temperature, and high yields in suitable times were obtained under these conditions. Copyright Taylor & Francis Group, LLC.

Silver(I)-Catalyzed Reductive Cross-Coupling of Aldehydes to Structurally Diverse Cyclic and Acyclic Ethers

A range of medium-sized cyclic ethers (5 to 11 membered) have been effectively synthesized through intramolecular reductive coupling of dialdehydes initiated by 50 ppm to 0.5% of AgNTf2 with hydrosilane at 25 °C. The catalytic system is also suitable for the coupling of two different monoaldehydes to provide unsymmetrical ethers. This protocol features broad functional group compatibility, high product diversity, high efficiency, and utility in the late-stage modification of complex biorelevant molecules.

Aryl Boronic Acid Catalysed Dehydrative Substitution of Benzylic Alcohols for C?O Bond Formation

A combination of pentafluorophenylboronic acid and oxalic acid catalyses the dehydrative substitution of benzylic alcohols with a second alcohol to form new C?O bonds. This method has been applied to the intermolecular substitution of benzylic alcohols to form symmetrical ethers, intramolecular cyclisations of diols to form aryl-substituted tetrahydrofuran and tetrahydropyran derivatives, and intermolecular crossed-etherification reactions between two different alcohols. Mechanistic control experiments have identified a potential catalytic intermediate formed between the aryl boronic acid and oxalic acid.

An ether compound of green high-efficient synthetic method (by machine translation)

The invention discloses an ether compound of green high-efficient synthetic method, energy-saving environmental protection, comprising: mild reaction system, uses aldehyde, silane as the starting material, under the action of the silver salt in a price, for in solvent-free conditions, through reducing the - coupling - cheng mi reaction, realization of high efficiency alcohol of preparation. Synthesis method of the invention has the advantages of low dosage of catalyst, solvent-free, conversion and high yield, the reaction time is short, safe and stable, easy to operate, the product only distillation purification without any additional organic solvent, the whole range of green, environmental protection, high efficiency and the like, can overcome the defects of the prior art, it has very good industrial application value. (by machine translation)

Antimony(v) cations for the selective catalytic transformation of aldehydes into symmetric ethers, α,β-unsaturated aldehydes, and 1,3,5-trioxanes

1-Diphenylphosphinonaphthyl-8-triphenylstibonium triflate ([2][OTf]) was prepared in excellent yield by treating 1-lithio-8-diphenylphosphinonaphthalene with dibromotriphenylstiborane followed by halide abstraction with AgOTf. This antimony(v) cation was found to be stable toward oxygen and water, and exhibited exceptional Lewis acidity. The Lewis acidity of [2][OTf] was exploited in the catalytic reductive coupling of a variety of aldehydes into symmetric ethers of type L in good to excellent yields under mild conditions using Et3SiH as the reductant. Additionally, [2][OTf] was found to selectively catalyze the Aldol condensation reaction to afford α-β unsaturated aldehydes (M) when aldehydes with 2 α-hydrogen atoms were used. Finally, [2][OTf] catalyzed the cyclotrimerization of aliphatic and aromatic aldehydes to afford the industrially-useful 1,3,5 trioxanes (N) in good yields, and with great selectivity. This phosphine-stibonium motif represents one of the first catalytic systems of its kind that is able to catalyze these reactions with aldehydes in a controlled, efficient manner. The mechanism of these processes has been explored both experimentally and theoretically. In all cases the Lewis acidic nature of the antimony(v) cation was found to promote these reactions.

BRIDGED BI-AROMATIC LIGANDS AND TRANSITION METAL COMPOUNDS PREPARED THEREFROM

Disclosed are novel bridged bi-aromatic phenol ligands and transition metal compounds derived therefrom. Also disclosed are methods of making the ligands and transition metal compounds.

A mild synthesis of unsymmetrical bisalkoxysilanes through catalyzed alcoholysis of hydridosilanes containing C-C multiple bonds and aryl halides

(Chemical Equation Presented) The synthesis of unsymmetrical bisalkoxysilanes containing unsaturated C-C bonds and alkyl and aryl bromides has been developed. This method is a modification of our previously reported two-step procedure that utilizes readily available catalysts (rhodium acetate dimer and manganese pentacarbonyl bromide) under mild neutral aprotic conditions. Good to moderate yields of the products were obtained in a short period. In this two-step synthesis, unsymmetrical bisalkoxysilanes with groups that can be further functionalized can be prepared effectively without the need to isolate the intermediates. 2009 American Chemical Society.

Hypervalent organoantimony compounds 12-ethynyl-tetrahydrodibenz[c,f][1,5]azastibocines: Highly efficient new transmetallating agent for organic halides

Extremely efficient and high-speed ethynylation of acyl chlorides, aryl iodides and bromides was demonstrated by palladium-catalyzed cross-coupling reaction of N-t-butyl-Sb-ethynyl-5,6,7,12-tetrahydrodibenz[c,f][1,5]azastibocine under mild conditions. Optimization and generalization of the hypervalent antimony-mediated coupling reaction are presented in detail. Single-crystal X-ray analysis of the N-methyl-1,5-azastibocine revealed that the remarkable reactivity enhancement of the azastibocine was derived from elongation of the antimony-ethynyl carbon bond originated from Sb-N intramolecular non-bonding interaction.

INTRACELLULAR CALCIUM CONCENTRATION INCREASE INHIBITORS

An intracellular calcium concentration increase inhibitor containing as the active ingredient (1) a boron compound represented by the formula (I). The compound represented by the formula (I) inhibits the increase of the intracellular calcium concentration

Silica sulfuric acid as an efficient reagent for the synthesis of symmetrical ethers under mild and heterogeneous conditions

A mild and efficient method for the synthesis of symmetrical ethers using silica sulfuric acid is reported. All reactions are performed under compeletly heterogeneous conditions in good to high yields.