7570-90-3

Usage

Uses

Used in Organic Synthesis:
DCPM is utilized as a building block in organic synthesis, particularly for the preparation of biologically active compounds and pharmaceuticals. Its unique structure allows for the creation of a variety of complex molecules with potential therapeutic applications.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, DCPM is used as a precursor in the development of new drugs. Its ability to form chiral molecules makes it a valuable component in the synthesis of enantiomerically pure compounds, which are essential for many medications.
Used in Herbicide Development:
DCPM has been studied for its potential as a herbicide. Its chemical properties may contribute to the development of new herbicidal agents that can effectively control unwanted plant growth in agricultural settings.
Used in Chiral Molecule Production:
As a precursor in the production of chiral molecules, DCPM plays a crucial role in the synthesis of enantiomerically pure compounds. These molecules are vital in various industries, including pharmaceuticals, where they can exhibit different biological activities and selectivity.

Upstream product

• 849-01-4 1,3,3-triphenylprop-2-en-1-one 
• 908093-98-1 diazodiphenylmethane 
• 20534-65-0 1.2-Diphenyl-3-cyano-cyclopropan 
• 1033827-80-3 1-(2,2-diphenylcyclopropyl)-1-phenylethane-1,2-diol 
• 530-48-3 1,1-Diphenylethylene 
• 3282-32-4 2-diazo-acetophenone 

Downstream Products

• 57694-83-4 1,4,4-triphenyl-but-3-en-1-one 
• 13404-49-4 trans-1-Chlor-1,4,4-triphenyl-buta-1,3-dien 
• 13404-49-4 cis-1-Chlor-1,4,4-triphenyl-buta-1,3-dien 
• 796-30-5 1,4-diphenylnaphthalene 

Relevant academic research and scientific papers

Bromomethyl Silicate: A Robust Methylene Transfer Reagent for Radical-Polar Crossover Cyclopropanation of Alkenes

A general protocol for visible-light-induced cyclopropanation of alkenes was developed with bromomethyl silicate as a methylene transfer reagent, offering a robust tool for accessing highly valuable cyclopropanes. In addition to α-aryl or methyl-substituted Michael acceptors and styrene derivatives, the unactivated 1,1-dialkyl ethylenes were also shown to be viable substrates. Apart from realizing the cyclopropanation of terminal alkenes, the methyl transfer reaction has been further demonstrated to be amenable to the internal olefins. The photocatalytic cyclopropanation of 1,3-bis(1-arylethenyl)benzenes was also achieved, giving polycyclopropane derivatives in excellent yields. With late-stage cyclopropanation as the key strategy, the synthetic utility of this transformation was also demonstrated by the total synthesis of LG100268.

Diazodiphenylmethane and monosubstituted butadienes: Kinetics and a new chapter of vinylcyclopropane chemistry

Diazodiphenylmethane (DDM) undergoes cycloadditions to 1-substituted buta-1,3-dienes exclusively at the C(3)=C(4) bond. At room temperature, the N2 loss from the initially formed 4,5-dihydro-3H-pyrazoles 2 is faster than the cycloaddition and furnishes the vinylcyclopropane derivatives 7 and 9 with structural retention at the C(1)=C(2) bond. 2-Substituted butadienes react with DDM at the C(3)=C(4) bond to give 12; isoprene, however, affords 3,4/1,2 products in the ratio of 86:14. DDM is a nucleophilic 1,3-dipole: 1-Cyanobutadiene reacts 400 times faster than 1-methoxybuta-1,3-diene (DMF, 40°). The log k2 for the additions to six 1-substituted butadienes show a linear correlation with σp (Hammett) and ρ = +2.9; the log k2 of five 2-substituted butadienes are linearly related to Taft's σI (ρ = +1.7). The structures of the vinylcyclopropanes 7, 9, and 12 are established by NMR spectra and oxidation. A cyclopropyl carbinyl cation is made responsible for the isomerization of 12, R = Ph, Me, by acetic acid to 4-substituted 1,1-diphenylpenta-1,3-dienes 25 and 29; TsOH at 200° converts 25 further to 9,10-dihydro-9-methyl-10-phenyl-9,10-ethanoanthracene (27). Thermal rearrangement of 7, 9, and 12 at 200-300° produces the 3- or 1-substituted 4,4-diphenylcyclopentenes 30 and 31. These give the same mass spectra as the vinylcyclopropanes, and an open-chain distonic radical cation is suggested as common intermediate. Besides spectroscopic evidence for the cyclopentene structures, hydrogenation and epoxidation are described; NMR data support the trans-attack by perbenzoic acid.

Oxidative transformation of tert-cyclobutanols by palladium catalysis under oxygen atmosphere

Palladium(II)-catalyzed oxidative reaction of tert-cyclobutanols involving the cleavage of a C - C bond via β-carbon elimination under atmospheric pressure of oxygen is described. An alkylpalladium intermediate produced by β-carbon elimination from a Pd(I