40188-27-0

Upstream product

• 536-74-3 phenylacetylene 
• 98-86-2 acetophenone 
• 782-05-8 (Z)-2,3-diphenyl-2-butene 
• 98-81-7 1-bromovinylbenzene 
• 67300-99-6 1-phenylethenylmagnesium bromide 
• 86939-05-1 1-Phenyl-1-(3-phenyl-[1,2]dioxetan-3-yl)-eth-1-yl-hydroperoxide 
• 40188-25-8 2,3-Diphenyl-but-3-en-2-yl-hydroperoxide 
• 782-06-9 (E)-2,3-diphenylbutene 

Downstream Products

• 55781-96-9 1,3,4-Triphenyl-2,5-dihydrophosphole 1-oxide 
• 287115-35-9 1-(5-Bromo-1,3,4-triphenylphosphol-2-yl)propan-1-ol 
• 287115-23-5 2,5-dibromo-1,3,4-triphenylphosphole 1-oxide 

Relevant academic research and scientific papers

The Search for the Gas-phase Negative-ion Pinacol Rearrangement. 2 - Aryl Rearrangements

Deprotonated phenyl ethylene glycols, on collisional activation, lose water by a negative ion pinacol rearrangement involving phenyl migration.For example, deprotonated benzpinacol undergoes the following reaction: Ph2C(OH)C(O(-))Ph2 --> (-)

Selective Aerobic Oxygenation of Tertiary Allylic Alcohols with Molecular Oxygen

Aerobic epoxidation of tertiary allylic alcohols remains a significant challenge. Reported here is an efficient and highly chemoselective copper-catalyzed epoxidation and semipinacol rearrangement reaction of tertiary allylic alcohols with molecular oxygen. The solvent 1,4-dioxane activates dioxygen, thereby precluding the addition of a sacrificial reductant.

Electrophilic Trifluoromethylthiolation/Semipinacol Rearrangement: Preparation of β-SCF3 Carbonyl Compounds with α-Quaternary Carbon Center

A new and modular electrophilic trifluoromethylthiolation/semipinacol rearrangement of allylic silyl ethers has been developed under mild conditions. This approach allows the formation of a number of β-SCF3 carbonyl compounds with a cyclic and all-carbon quaternary center framework in moderate to good yields. It should be noted that this achievement is a metal-free process and just requires the use of simple acetyl chloride as an acidic promoter. Additionally, an interesting H-migration in competition with aryl-migration process was revealed.

Synthesis of functionalized epoxides by copper-catalyzed alkylative epoxidation of allylic alcohols with alkyl nitriles

A copper-catalyzed oxyalkylation of allylic alcohols using nonactivated alkyl nitriles as reaction partners was developed. A sequence involving generation of an alkyl nitrile radical followed by its addition to a double bond and a copper-mediated formation of C(sp3)-O bond was proposed to account for the reaction outcome. The protocol provided an efficient route to functionalized tri- and tetrasubstituted epoxides via formation of a C(sp3)-C(sp3) and a C(sp3)-O bond with moderate to excellent diastereoselectivity.

The synthesis of stable 1,3,4-triphenylphospholes

The first syntheses of 1,3,4-triphenylphosphole, 2-bromo-l,3,4-phenylphosphole and 2,5-dibromo-l,3,4-triphenylphosphole are described. These phospholes, unlike most of the known derivatives, are difficult to oxidise and they and their corresponding oxides show little tendency to dimerise. The NBS mediated bromination of 1,3,4-triphenyl2,5-dihydrophosphole oxide led to the desired precursors of the corresponding phospholes and in one case unexpectedly yielded a phosphole oxide directly. Some reactions including the formation of organolithium reagents and their derivatisation are reported. McMurry reactions of derived formylphospholes to give coupled products are described and some copper mediated reactions are also discussed. The Royal Society of Chemistry 2000.

A novel palladium-catalyzed asymmetric cyclocarbonylation of allylic alcohols to γ-butyrolactones

A catalyst system based on [Pd2(dba)3]·CHCl3/(-)-BPPM has been found to effect asymmetric cyclocarbonylation of certain prochiral allylic alcohols to produce good yields of optically enriched γ-butyrolactones. The reaction

Photooxygenation of α,α'-dimethylstilbenes sensitised by photochromic compounds

A convincing evidence of the ability of the coloured open forms or photomerocyanines of photochromic compounds to act as sensitiser of singlet oxygen is provided by photosensitised oxidation of reference olefins, cis- and trans-α,α'-dimethylstilbenes, to a hydroperoxide.

Photooxygenation of olefins in the presence of titanium(IV) catalyst: A convenient 'one-pot' synthesis of epoxy alcohols

The photooxygenation of olefins in the presence of transition-metal complexes derived from Ti, V, and Mo constitutes a convenient and efficient 'one-pot' synthesis of epoxy alcohols. First, singlet oxygen transforms the olefin via an ene reaction into its allylic hydroperoxide, and subsequently, the allylic hydroperoxide is converted via transition-metal-catalyzed oxygen transfer into its epoxy alcohol. From the point of view of the olefinic substrate, the oxygen transfer is intermolecular, one allylic hydroperoxide molecule serving as oxygen donor and the other as oxygen acceptor in the form of its allylic alcohol, the transition metal playing the role of a template for both as in the Sharpless epoxidation. Unlike the latter process, the hydroperoxide donor and the allylic alcohol acceptor are generated in situ and continually consumed via a novel oxygen-transfer chain sequence.

REACTIONS OF Cp2Ti(CO)2 WITH ALDEHYDES AND KETONES

Aromatic aldehydes are coupled by Cp2Ti(CO)2 to give pinacols and olefins in good yields.Aliphatic aldehydes react to give mainly the corresponding alcohols.Aromatic ketones give a mixture of products.

SENSITIZED PHOTOOXIDATION REACTIONS OF CIS-α,α'-DIMETHYLSTILBENE. SENSITIZER, TEMPERATURE, AND SOLVENT EFFECTS ON PRODUCT DISTRIBUTION.

Sensitized photooxidation of cis-α,α'-dimethylstilbene(1) depends on sensitizer, solvent, and temperature.At room temperature, Ru(bpy)32+- or TPP- sensitized photooxidation reaction of 1 affords a dioxetane hydroperoxide(2), while only an allylic hydroperoxide(3) is obtained when RB or MB is used as sensitizer.At low temperature, 2 comes to be formed independent of the sensitizer used.