5359-40-0

Upstream product

• 13157-96-5 methyl 2-chloro-2-methoxyacetate 
• 108-88-3 toluene 
• 885-77-8 4,4'-dimethylbenzhydrol 
• 23786-13-2 methyl p-tolylacetate 
• 5084-80-0 tri(4-tolyl)boroxine 
• 73764-13-3 methyl (4-methylphenyl)diazoacetate 
• 67-56-1 methanol 
• 20809-78-3 bis-(4-methylphenyl)acetic acid 

Downstream Products

• 40195-52-6 bis(p-tolyl)ketene 
• 40195-32-2 (1-Methoxy-2,2-di-p-tolyl-vinyloxy)-trimethyl-silane 

Relevant academic research and scientific papers

Boryl Radical Activation of Benzylic C-OH Bond: Cross-Electrophile Coupling of Free Alcohols and CO2via Photoredox Catalysis

A new strategy for the direct cleavage of the C(sp3)-OH bond has been developed via activation of free alcohols with neutral diphenyl boryl radical generated from sodium tetraphenylborate under mild visible light photoredox conditions. This strategy has been verified by cross-electrophile coupling of free alcohols and carbon dioxide for the synthesis of carboxylic acids. Direct transformation of a range of primary, secondary, and tertiary benzyl alcohols to acids has been achieved. Control experiments and computational studies indicate that activation of alcohols with neutral boryl radical undergoes homolysis of the C(sp3)-OH bond, generating alkyl radicals. After reducing the alkyl radical into carbon anion under photoredox conditions, the following carboxylation with CO2 affords the coupling product.

Asymmetric Intramolecular Hydroalkoxylation of Unactivated Alkenes Catalyzed by Chiral N-Triflyl Phosphoramide and TiCl4?

By using a combination of a chiral N-triflyl phosphoramide and TiCl4 as the catalyst, a new process for asymmetric intramolecular hydroalkoxylation of unactivated alkenes was developed, producing various chiral tetrahydrofuran derivatives in 51%—99% yields with 30%—71% ee's.

Thianthrenation-enabled α-arylation of carbonyl compounds with arenes

The Pd-catalyzed α-arylation of carbonyl compounds with simple arenes enabled by site-selective thianthrenation has been demonstrated. This onepot process using thianthrenium salts as the traceless arylating reagents features mild conditions and a broad substrate scope. In addition, this protocol could also tolerate the heterocyclic carbonyl compounds and complex bioactive molecules, which is appealing for medicinal chemistry.

Arylation and vinylation of α-diazocarbonyl compounds with boroxines

An alternative approach for α-arylation and α-vinylation of carbonyl compounds is described: reaction between aryl-or vinylboroxines with α-diazocarbonyl compounds leads to the formation of α-arylated or α-vinylated carbonyl compounds under mild conditions.