28567-35-3

Upstream product

• 865-47-4 potassium tert-butylate 
• 776-74-9 Bromodiphenylmethane 
• 28017-89-2 1,1-Dimethyl-2,2-diphenyl-3-(2-methyl-propenyl)cyclopropan 
• 75-65-0 tert-butyl alcohol 
• 13144-32-6 diphenylacetyl tert-butyl perester 
• 507-19-7 t-butyl bromide 
• 201230-82-2 carbon monoxide 
• 591-51-5 phenyllithium 
• 64-17-5 ethanol 
• 908093-98-1 diazodiphenylmethane 
• 896-65-1 (1,2-diphenylcyclopropyl)benzene 
• 3129-17-7 diphenylcarbene 
• 4545-20-4 benzophenone tosylhydrazone 
• 91-01-0 1,1-Diphenylmethanol 

Downstream Products

• 1657-60-9 2,2-dimethyl-1,1-diphenyl-propan-1-ol 
• 91-01-0 1,1-Diphenylmethanol 
• 119-61-9 benzophenone 
• 51507-36-9 (3-methylbut-2-ene-1,1-diyl)dibenzene 

Relevant academic research and scientific papers

Direct conversion of tosylhydrazones to tert-butyl ethers under Bamford-Stevens reaction conditions

A new method for the preparation of tert-butyl ethers is described starting from aryl aldehyde and ketone tosylhydrazones under Bamford-Stevens reaction conditions (t-BuOK/t-BuOH).

Proton or Carbene Transfer? On the Dark and Light Reaction of Diazoalkanes with Alcohols

The formal alkylation reaction of OH groups with diazoalkanes under catalyst-free reaction conditions finds broad application in organic synthesis. However, even today, this reaction is mainly limited to the use of diazomethane as reaction partner. In thi

Practical preparation of diphenylmethyl ethers from 2-diphenylmethoxypyridine using catalytic iron(III) chloride

A novel facile synthetic method for producing diphenylmethyl (DPM) ethers from 2-diphenylmethoxypyridine was developed. A variety of DPM ethers was successfully achieved with high yield via treatment of alcohols with 2-diphenylmethoxypyridine in the presence of catalytic FeCl3. The procedure is a practical and efficient synthetic procedure to protect various alcohols, and it can be applied to prepare bioactive compounds.

Direct Synthesis of Indanes via Iron-Catalyzed Dehydrative Coupling/Friedel–Crafts Cyclization of Two Different Alcohols

We report herein a novel iron-catalyzed cascade dehydrative coupling/Friedel–Crafts cyclization of two different alcohols, providing a variety of indanes, which are ubiquitous substructures found in natural products, pharmaceuticals, and functional materi

Feedstocks to Pharmacophores: Cu-Catalyzed Oxidative Arylation of Inexpensive Alkylarenes Enabling Direct Access to Diarylalkanes

A Cu-catalyzed method has been identified for selective oxidative arylation of benzylic C-H bonds with arylboronic esters. The resulting 1,1-diarylalkanes are accessed directly from inexpensive alkylarenes containing primary and secondary benzylic C-H bonds, such as toluene or ethylbenzene. All catalyst components are commercially available at low cost, and the arylboronic esters are either commercially available or easily accessible from the commercially available boronic acids. The potential utility of these methods in medicinal chemistry applications is highlighted.

Visible-Light Photocatalytic Aerobic Benzylic C(sp3)?H Oxygenations with the 3DDQ*/tert-Butyl Nitrite Co-catalytic System

Photocatalytic aerobic benzylic C(sp3)?H oxygenations of aromatic hydrocarbons and C3-substituted indoles were studied by employing a co-catalytic system of 3DDQ* (DDQ=2,3-dichloro-5,6-dicyano-1,4-benzoquinone) and tert-butyl nitrite. The superior efficiency of these reaction conditions was demonstrated by comparison with the analogous thermal protocol, and a range of substrates could be oxidized catalytically and selectively in good yields.

Gold(I)-catalyzed synthesis of unsymmetrical ethers using alcohols as alkylating reagents

A microwave-irradiated alcohol-protecting strategy based on gold catalysis utilizing benzyl alcohol, tert-butyl alcohol and triphenylmethanol as alkylating reagents has been developed. This protecting strategy has wide functional group tolerance with satisfactory yields for the majority of the selected alcohols. The mechanism of this transformation was probed with oxygen-18 isotope labelled alcohols assisted by GC-MS techniques and chemical kinetic experiments. This strategy provides an efficient, straightforward and alternative approach to the preparation of benzyl, tert-butyl and trityl ethers in organic synthesis.

Rapid formation of diphenylmethyl ethers and thioethers using microwave irradiation and protic ionic liquids

Using microwave irradiation and protic ionic liquids (pIL) as co-solvent and catalyst for the synthesis of several diphenylmethyl ethers was achieved. The desired ethers were isolated simply by filtration through a silica plug to remove the pIL and proceeded in high yields (60-98%). These reactions were extremely rapid (10-30 min) and occurred under mild conditions (80 °C). This protocol was also successfully applied to the synthesis of thioethers.

PdCl2, a useful catalyst for protection of alcohols as diphenylmethyl (DPM) ethers

Primary, secondary, benzylic and allylic alcohols are efficiently converted to the corresponding diphenylmethyl ethers in the presence of catalytic amounts of PdCl2.

A direct functionalization of tertiary alkyl bromides with O-, N-, and C-nucleophiles

Silver oxide used in stoichiometric amounts promoted the direct functionalization of tert-alkyl bromides and provided the desired adducts in 39-96% isolated yield. Reaction of tert-bromides with carboxylic acids yielded esters, with alcohols and phenols yielded alkyl and aryl ethers, with amines and anilines yielded selectively mono-alkylated amines and anilines, and with a C-nucleophile yielded an all-carbon quaternary hydrocarbon. The method was applied to a sequential alkylation of a primary amine with two different alkyl bromides yielding selectively a tertiary amine with three different substituents in one-pot.