725-65-5

Upstream product

• 104-81-4 4-Methylbenzyl bromide 
• 108-67-8 1,3,5-trimethyl-benzene 
• 93140-94-4 4-methylbenzyl 3,5-dinitrobenzoate 
• 589-18-4 4-Methylbenzyl alcohol 
• 5720-05-8 4-methylphenylboronic acid 
• 1585-16-6 2-chloromethyl-1,3,5-trimethylbenzene 
• 104-82-5 4-Methylbenzyl chloride 
• 104-87-0 4-methyl-benzaldehyde 

Relevant academic research and scientific papers

Conversion of Aryl Aldehydes to Benzyl Iodides and Diarylmethanes by H3PO3/I2

For the first time, H3PO3 was used as both the reducing reagent and the promotor in the reductive benzylation reactions with aryl aldehydes. By using a H3PO3/I2 combination, various aromatic aldehydes underwent iodination reactions and Friedel-Crafts type reactions with arenes via benzyl iodide intermediates, readily producing benzyl iodides and diarylmethanes in good yields. Intramolecular cyclization reactions also took place, giving the corresponding cyclic compounds. This new strategy features easy-handling, low-cost, and metal-free conditions.

Preparation method of diarylmethane and derivatives thereof

The invention discloses a preparation method of a diarylmethane compound and a derivative thereof. In a protective atmosphere, heating reaction is carried out on aryl aldehyde and an aromatic hydrocarbon compound in the presence of phosphorous acid and elemental iodine to obtain diarylmethane and the derivative thereof. According to the method, cheap and green solid phosphorous acid is selected as a reducing reagent and an accelerant for reaction, the diarylmethane and the derivative thereof are efficiently prepared by a one-pot one-step method starting from a simple and easily available aryl aldehyde compound in the presence of elemental iodine, and the method has the advantages of simplicity in operation, cheap and easily available reagents, environmental friendliness and the like; use of expensive reducing reagents, metal reagents and transition metal catalysts is avoided, and industrial production is facilitated.

Benzylation of Arenes with Benzyl Halides under Promoter-Free and Additive-Free Conditions

It was found that benzyl chlorides and bromides could directly react with electron-rich arenes, which provided an example of promoter-free and additive-free benzylation of arenes. A variety of benzyl chlorides and bromides were treated with benzene rings to give the targeted products in low to high yields. The present conditions tolerated the vinyl group of the substrates. Preliminary mechanistic investigation suggests that the present reactions possibly proceed via an autocatalytic mechanism pathway.

A Zwitterionic Palladium(II) Complex as a Precatalyst for Neat-Water-Mediated Cross-Coupling Reactions of Heteroaryl, Benzyl, and Aryl Acid Chlorides with Organoboron Reagents

The Suzuki–Miyaura cross-coupling (SMC) reactions of several heteroaryl chlorides, benzyl chlorides, and aryl acid chlorides with (hetero)arylboron reagents have been investigated in the presence of [Pd(HL1)(PPh3)Cl2] (I) [HL1 = 3-[(2,6-diisopropylphenyl)-1-imidazolio]-2-quinoxalinide] as catalyst and K2CO3 as base in neat water. The synthesis of the heterocycle-containing biaryls required the addition of 2 mol-% of a phosphine ligand (PPh3 or X-Phos). A combination of more than 115 substrates were screened and it was found that I is a versatile catalyst that can produce heterocycle-containing biaryls, diarylmethanes, and benzophenones in moderate-to-excellent yields.

An efficient synthesis of unsymmetrical diarylmethanes from the dehydration of arenes with benzyl alcohols using InCl3·4H2O/acetylacetone catalyst system

An efficient and practical synthesis of unsymmetrical diarylmethanes has been achieved from the dehydration of arenes with benzyl alcohols in the presence of catalytic amount of InCl3·4H2O/acetylacetone.

Deprotection of benzylic esters catalysed by anhydrous ferric chloride and rhenium carbonyl compounds

Anhydrous ferric chloride and [Re(CO)4Br]2 are shown to be useful reagents for the catalytic deprotection of benzylic esters. A suitable protecting group is p-MeC6H4CH2 with a working temperature of 5