34288-92-1

Upstream product

• 104-92-7 1-bromo-4-methoxy-benzene 
• 41424-71-9 E-1-fluoro-2-(trifluoromethyl)-stilbene 
• 696-62-8 para-iodoanisole 
• 219951-10-7 3,3,3-trifluoro-1,2-diphenyl-1-phenylsulfonylpropene 
• 56539-85-6 α-(trifluoromethyl)-phenylacetic acid 
• 1254220-92-2 C₂₁H₂₂BF₃O₂ 
• 72474-39-6 4-(1,2-diphenylvinyl)anisole 
• 1233-23-4 (E)-1-(4-methoxyphenyl)-1,2-diphenylethylene 
• 1483-72-3 diphenyliodonium chloride 
• 82203-83-6 1-(p-methoxyphenyl)-3,3,3-trifluoropropyne 
• 591-50-4 iodobenzene 
• 591-51-5 phenyllithium 
• 41500-48-5 (E)-1-phenyl-1,2,3,3,3-pentafluoro-1-propene 
• 179031-82-4 1-methoxy-4-(3,3,3-trifluoro-2-phenylpropionyl)-benzene 

Downstream Products

• 52033-69-9 3-(4-methoxyphenyl)-2-phenyl-1H-indene 
• 53347-55-0 6-methoxy-2,3-diphenyl-1H-indene 

Relevant academic research and scientific papers

Highly stereoselective one-pot synthesis of tetrasubstituted alkenes via carbopalladation reaction of fluorine-containing acetylene derivatives

Treatment of fluoroalkylated alkynes with various aryl halides and arylboronic acids in the presence of Pd(0) in DMF/H2O at 100 °C for 2 h led to the smooth three-component coupling reaction, the corresponding tetrasubstituted alkenes being obt

Dissimilar reactivities of diastereomeric 1,1,1-trifluoro-3-(4-methoxyphenyl)-2,3-diphenylpropan-2-ols in an attempted elimination reaction

Attempted dehydration of a diastereomeric mixture of 1,1,1-trifluoro-3-(4-methoxyphenyl)-2,3-diphenyl-propan-2-ols (6a) with thionyl chloride in the presence of pyridine afforded the rearranged derivative 8 as the main product and only small amounts of the expected olefins (4, 5). Similar treatment of (2RS,3RS)-6a gave the rearrangement product 8 exclusively, while transformation of (2RS,3SR)-6a resulted in the formation of compounds 4, 5 and 8. The different reactivity of the diastereomers is rationalised.

Sunlight-driven trifluoromethylation of olefinic substrates by photoredox catalysis: A green organic process

The principles and utility of photoredox catalysis in organic synthesis are described. After a brief description of the features of the two types of catalytic photoredox processes following the reductive quenching cycle (RQC) and the oxidative quenching cycle (OQC), the discussion is focused on organic transformations based on OQC, in particular the trifluoromethylation of olefinic substrates with electrophilic trifluoromethylating reagents furnishing solvolytic addition products and substitution products. It is concluded that catalytic photoredox systems are green from the point of view of harmfulness, safety, and energy source (visible light, including sunlight). Future prospects of photoredox catalysis will be also discussed.

Direct C-H trifluoromethylation of di- and trisubstituted alkenes by photoredox catalysis

Background: Trifluoromethylated alkene scaffolds are known as useful structural motifs in pharmaceuticals and agrochemicals as well as functional organic materials. But reported synthetic methods usually require multiple synthetic steps and/or exhibit lim

Niobium-catalyzed activation of CF3 group on alkene: Synthesis of substituted indenes

A CF3 group attached to an alkene functionality was activated by a zero-valent niobium catalyst to generate niobium alkenylcarbenoid species. The niobium carbenoid species then underwent insertion to an internal aromatic C-H σ bond to give inde

An efficient protocol for the stereoselective construction of multisubstituted fluorine-containing alkenes. A palladium-catalyzed bisstannylation of fluorinated internal alkynes

(Chemical Equation Presented) On treatment of various fluorinated internal alkynes with 1.2 equiv of hexabutylditin under the influence of 2.5 mol% of Pd(t-BuNC)2Cl2 in THF at room temperature for 4 h, the bisstannylation proceeded s

A facile stereocontrolled approach to CF3-substituted triarylethenes: Synthesis of panomifene

The stereoselective preparation and Pd-catalyzed cross-coupling reaction of boronates 2 provides a new general and convenient route to CF 3-substituted triaryl ethenes 3, in which the CF3 and Ar3 groups are cis to each other. The synthetic potential was demonstrated by the total synthesis of panomifene (Ar1 = Ar 3 = Ph, Ar2 = 4-(OHCH2CH2NHCH 2CH2O)-C6H4). Bpin = (pinacolato)boryl.

Preparation of α- or β-trifluoromethylated vinylstannanes and their cross-coupling reactions

α - or β-Trifluoromethylated vinylstannanes 1, 2a, 3 and 4 were prepared form 1,1-bis(phenylthio)-2,2,3,3,3-pentafluoropropylbenzene (5) via several steps. The cross-coupling arylation reactions of 1-4 with aryl iodides bearing a bromo, methoxy, methyl, n

New practical synthesis of panomifene. The effect of 2-trifluoromethyl substituent on the stereoselectivity of dehydration of 1,1,2-triarylethanols

Highly stereoselective eliminations were achieved by acid-catalysed dehydration of 1-(4-alkoxy)-3,3,3-trifluoro-1,2-diphenylpropan-1-ols (10, 11, 15). The influence of the trifluoromethyl group on the stereochemistry of the elimination has been discussed. The observed high stereoselectivity has been applied to give a new, practical synthesis of antiestrogenic drug panomifene (1).