20235-61-4

Upstream product

• 103-82-2 phenylacetic acid 
• 1210-39-5 3,3-diphenyl-2-propenal 
• 25201-67-6 3,3-Diphenylallyltriphenylphosphoniumbromid 
• 100-52-7 benzaldehyde 
• 5425-44-5 2-Phenyl-[1,3]dithiane 
• 123752-05-6 2,2-diphenylcyclopropyl magnesium bromide 
• 21040-45-9 Cinnamyl acetate 
• 525-06-4 diphenyl ketene 
• 87802-71-9 (E)-methyl cinnamyl carbonate 
• 114584-81-5 trans-diphenyl(2-phenylcyclopropyl)methanol 
• 122-78-1 phenylacetaldehyde 
• 104-55-2 3-phenyl-propenal 
• 946-38-3 ethyl 2-phenylcyclopropylcarboxylate 
• 22825-21-4 3,3-diphenylcyclopropene 

Downstream Products

• 1432476-71-5 3-fluoro-4-methoxy-1,4,4-triphenylbut-1-ene 
• 1432476-70-4 2-fluoro-1,1,4-triphenyl-but-3-en-1-ol 

Relevant academic research and scientific papers

A 1,4-Palladium Migration/Heck Sequence with Unactivated Alkenes: Stereoselective Synthesis of Trisubstituted 1,3-Dienes

The palladium-catalyzed cross-coupling of ortho-vinyl aromatic bromides and olefins was achieved through a controllable 1,4-palladium migration/Heck cascade protocol. The reaction represents a mild, efficient and highly stereoselective method for the synthesis of trisubstituted 1,3-dienes, especially for triaryl-substituted ones. (Figure presented.).

Stereoselective formation of Z-monofluoroalkenes by nickel-catalyzed defluorinative coupling of gem?difluoroalkenes with lithium organoborates

A method for stereoselective construction of Z-monofluoroalkenes by nickel-catalyzed defluorinative coupling of gem?difluoroalkenes in mild conditions was described. The combination of lithium organoborate and ZnBr2 generated in situ lithium ar

Catalytic amide base system generatedin situfor 1,3-diene formation from allylbenzenes and carbonyls

The amide base generatedin situfrom tetramethylammonium fluoride and N(TMS)3catalyzes the synthesis of 1,3-diene from an allylbenzene and carbonyl compound. The system is applicable to the transformations of a variety of allylbenzenes with functional groups (halogen, methyl, phenyl, methoxy, dimethylamino, ester, and amide moieties). Acyclic and cyclic diaryl ketones, pivalophenone, pivalaldehyde, and isobutyrophenone are used as coupling partners. The role oftransβ-methyl stilbenes in product formation is also elucidated.

Triarylalkenes from the site-selective reductive cross-coupling of benzophenones and aldehydes

PhP(Li)TMS converts benzophenones to phosphaalkenes which upon activation under oxidizing, basic conditions react with aromatic aldehydes under the formation of triarylalkenes. The one-pot reaction omits transition metals, proceeds at room temperature and precludes the formation of any homo-coupling products. Systematic substrate variations reveal reactivity patterns that are useful for the identification of ketone/aldehyde combinations that can be coupled in yields up to 80%.

Carbonyl–Olefin Cross-Metathesis Through a Visible-Light-Induced 1,3-Diol Formation and Fragmentation Sequence

A visible-light-mediated approach to carbonyl–olefin cross-metathesis is described. Photoinduced hole catalysis was used to promote the formation of 1,3-diols from aldehydes and styrenes, which were then readily fragmented under acidic conditions to form the cross-metathesis products. The use of 1,3-diols as intermediates, rather than the energetically more demanding oxetanes, provides a new, orthogonal mechanistic strategy for carbonyl–olefin cross-metathesis. Furthermore, this approach does not require any metals, ligands, or additives, and provides the products with high levels of E selectivity. A mechanistic rationale is provided and supported by both theoretical calculations and experiments. Additionally, a practical synthesis of a new acridinium-based photocatalyst, including full characterization, is presented.

Palladium-catalyzed cross-coupling of cyclopropylmethyl N-tosylhydrazones with aromatic bromides: An easy access to multisubstituted 1,3-butadienes

Direct synthesis of 1,1-disubstitued 1,3-butadienes has been efficiently realized from the cross-coupling of cyclopropylmethyl N-tosylhydrazones with aromatic bromides by means of PdCl2(MeCN)2 as catalyst. 1,1,4-Trisubstitued 1,3-but

One-step synthesis of 1-halo-1,3-butadienes via ruthenium-catalysed hydrohalogenative dimerisation of alkynes

An efficient, novel and direct access to 1-halo-1,3-butadienes is developed. This stereoselective ruthenium-catalysed reaction proceeds under mild conditions via the head-to-head oxidative coupling of two alkynes and a concomitant hydrohalogenation.

Catalytic reactions of carbene precursors on bulk gold metal

Bulk gold metal powder, consisting of particles (5-50 μm) much larger than nanoparticles, catalyzes the coupling of carbenes generated from diazoalkanes (R2C=N2) and 3,3-diphenylcyclopropene (DPCP) to form olefins. It also catalyzes cyclopropanation reactions of these carbene precursors with styrenes. The catalytic activity of the gold powder depends on the nature of the gold particles, as determined by TEM and SEM studies. The reactions can be understood in terms of mechanisms that involve the generation of carbene R2C: intermediates adsorbed on the gold surface.

Palladium-Complex-Catalyzed Reactions of Ketenes with Allylic Carbonates or Acetates. Novel Syntheses of α-Allylated Carboxylic Esters and 1,3-Dienes

Diphenylketene and ethylphenylketene react with allylic carbonates or acetates in the presence of a catalytic amount of tetrakis(triphenylphosphine)palladium to give α-allylated esters or 1,3-dienes, respectively.For example, the reaction of diphenylketene with allyl methyl carbonate in DMF at 0 deg C gave methyl 2,2-diphenyl-4-pentenoate in 67percent yield.The reaction of diphenylketene with allyl acetate in benzene at 25 deg C gave 1,1-diphenyl-1,3-butadiene in 72percent yield.Marked solvent effects were observed.