31552-04-2

Upstream product

• 590-14-7 1-bromo-1-propene 
• 536-74-3 phenylacetylene 
• 66680-84-0 tributyl(propenyl)tin 
• 932-87-6 1-Bromo-2-phenylacetylene 
• 4250-81-1 1-phenyl-1-pentyne 
• 6524-17-0 (Z)-1-propenyllithium 
• 28995-88-2 1-methyl-4-((phenylethynyl)sulfonyl)benzene 
• 7436-90-0 2,2-dibromostyrene 
• 590-13-6 (Z)-1-propenyl bromide 
• 556-56-9 allyl iodid 
• 106-95-6 allyl bromide 
• 18684-88-3 (Z)-1-(4-chlorobut-3-en-1-ynyl)benzene 
• 676-58-4 methylmagnesium chloride 
• 4289-20-7 1-phenyl-4-penten-1-yne 

Downstream Products

• 114406-43-8 3-methyl-2-(2-phenylethynyl)oxirane 
• 166734-94-7 (-)-(2S,3R)-2-methyl-3-(phenylethynyl)oxirane 
• 958230-58-5 5-phenylpent-4-yne-2,3-diol 
• 110411-10-4 (2R,3S)-2-Methyl-3-phenylethynyl-oxirane 
• 110411-10-4 (2S,3S)-2-Methyl-3-phenylethynyl-oxirane 
• 1426536-37-9 C₂₃H₂₂Si 
• 1426536-62-0 C₂₃H₂₂Si 
• 1400915-60-7 C₂₃H₂₀ 
• 31382-55-5 1,1,4-Triphenyl-1,2-pentadien 
• 1400915-17-4 C₁₉H₂₂OSi 

Relevant academic research and scientific papers

Regioselective Access to 3-Ethylideneflavanones via Rhodium(I)-Catalyzed 1,3-Enyne Hydroacylation/Annulation Cascades

The highly efficient synthesis of 3-ethylideneflavanones through sequential rhodium(I)-catalyzed hydroacylation of terminal aryl-substituted 1,3-enynes with chelating aldehydes and annulation is described. This straightforward protocol highlights an unprecedented C3-regioselective hydroacylation of 1,3-enynes, excellent functional group compatibility, and complete atom economy. (Figure presented.).

Palladium-Catalyzed Modular and Enantioselective cis-Difunctionalization of 1,3-Enynes with Imines and Boronic Reagents

Here we report that a palladium(0) complex can mediate the unprecedented intermolecular coupling reaction of 1,3-enynes and N-sulfonylimines regio- and stereoselectively, and the resultant palladium(II) species undergo a cascade Suzuki reaction with organ

Gold catalyzed efficient preparation of dihydrobenzofuran from 1,3-enyne and phenol

A gold catalyzed formal intermolecular [2+3] cyclo-coupling of 1,3-enynes with phenols was developed to prepare dihydrobenzofuran derivatives with the addition of 2,6-dichloropyridine N-oxide, in which, a highly ortho-selective phenol SEAr functionalizati

Direct access to pentenedinitriles: Via Ni-catalyzed dihydrocyanation of 1,3-enynes

A highly regio-and stereoselective dihydrocyanation of 1,3-enynes was implemented by nickel/diphosphine catalysts. This reaction represents the first example of Ni-catalyzed dihydrocyanation of 1,3-enynes using TMSCN and MeOH as HCN surrogates. In this tr

Preparation of Chiral Allenes through Pd-Catalyzed Intermolecular Hydroamination of Conjugated Enynes: Enantioselective Synthesis Enabled by Catalyst Design

In this study, we establish that conjugated enynes undergo selective 1,4-hydroamination under Pd catalysis to deliver chiral allenes with pendant allylic amines. Several primary and secondary aliphatic and aryl-substituted amines couple with a wide range of mono- and disubstituted enynes in a nonenantioselective reaction where DPEphos serves as the ligand for Pd. Benzophenone imine acts as an ammonia surrogate to afford primary amines in a two-step/one-pot process. Examination of chiral catalysts revealed a high degree of reversibility in the C-N bond formation that negatively impacted enantioselectivity. Consequently, an electron-poor ferrocenyl-PHOX ligand was developed to enable efficient and enantioselective enyne hydroamination.

Triple-Bond Insertion Triggers Highly Regioselective 1,4-Aminomethylamination of 1,3-Enynes with Aminals Enabled by Pd-Catalyzed C-N Bond Activation

A highly chemo- and regioselective 1,4-aminomethylamination of simple enynes with aminals to allenic 1,5-diamines by taking advantage of C-N bond activation has been reported. The reaction proceeds under mild reaction conditions and can be performed under

Triple-Bond Insertion Triggers Highly Regioselective 1,4-Aminomethylamination of 1,3-Enynes with Aminals Enabled by Pd-Catalyzed C-N Bond Activation

A highly chemo- and regioselective 1,4-aminomethylamination of simple enynes with aminals to allenic 1,5-diamines by taking advantage of C-N bond activation has been reported. The reaction proceeds under mild reaction conditions and can be performed under

Catalytic Regio- and Enantioselective Proton Migration from Skipped Enynes to Allenes

Chiral allenes are highly valuable as versatile synthetic intermediates and core skeletons of various functional organic molecules. Despite marked recent advances, the straightforward catalytic enantioselective synthesis of hydrocarbon allenes from readil

Intermolecular [3+2] Annulation of Cyclopropylanilines with Alkynes, Enynes, and Diynes via Visible Light Photocatalysis

One-step syntheses of carbocycles substituted with amines from simple starting materials remain rare. We recently developed an intermolecular [3+2] annulation of cyclopropylanilines with alkenes and alkynes that enables this one-step synthesis. Herein, we

Arylsulfonylacetylenes as alkynylating reagents

The unexpected anti-Michael addition of RLi to β-substituted sulfonylacetylenes, followed by in situ elimination of the ion sulfinate, allows the alkynylation of C(sp2) and C(sp3). Aryl and heteroaryl acetylenes, enynes, and mono and dialkyl alkynes can be obtained in very high yields under very mild conditions, avoiding the use of transition metals as catalysts and, in many cases, haloderivatives as starting materials. Furthermore, the use of lithium 2-p-tolylsulfinyl benzylcarbanions as nucleophiles of these reactions allows their stereocontrolled alkynylation, affording enantiomerically pure alkynes or enantioenriched allenes depending on the protonating agent (NH4Cl or H2O).