130708-23-5

Upstream product

• 536-74-3 phenylacetylene 
• 2043-61-0 cyclohexanecarbaldehyde 
• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 
• 4440-01-1 lithium phenylacetylide 
• 932-88-7 1-iodo-2-phenylethyne 
• 3289-28-9 ethyl cyclohexanecarboxylate 
• 6738-06-3 phenylethynylmagnesium bromide 
• 13081-18-0 ethyl-3,3,3-trifluoropyruvate 
• 591-50-4 iodobenzene 
• 97563-45-6 1-cyclohexylprop-2-yn-1-ol 

Downstream Products

• 16616-46-9 1-cyclohexyl-3-phenylprop-2-yn-1-one 
• 627526-85-6 (Z)-α-(1-chlorobenzylidene)-β-cyclohexyl-β-lactone 
• 850194-80-8 N-(1-cyclohexyl-3-phenylpropargyl)amine 
• 308274-24-0 1-Azidocarbonyloxy-1-cyclohexyl-3-phenyl-2-propyne 
• 176436-85-4 (S)-1-cyclohexyl-3-phenyl-2-propyn-1-ol 
• 155670-98-7 (R)-1-cyclohexyl-3-phenylprop-2-yn-1-ol 
• 1228682-77-6 C₁₅H₁₉NO 
• 1314111-29-9 4-(3-cyclohexyl-1-phenylpropa-1,2-dienyl)-1,2-dihydronaphthalene 
• 1291103-59-7 1-cyclohexyl-3-phenylpropyn-1-yl pentafluorobenzoate 
• 1369592-53-9 dimethyl 5-(cyclohexylidenemethyl)-4-phenylfuran-2,3-dicarboxylate 
• 1402063-46-0 C₁₈H₂₅O₃P 
• 1402063-52-8 4-bromo-2-ethoxy-3-phenyl-1-oxa-2-phosphaspiro[4.5]dec-3-ene-2-oxide 
• 1402063-57-3 4-chloro-2-ethoxy-3-phenyl-1-oxa-2-phosphaspiro[4.5]dec-3-ene 2-oxide 

Relevant academic research and scientific papers

Lewis base-catalyzed alkynylation of carbonyl compounds with trimethylsilylacetylenes

Alkynylation of carbonyl compounds with trimethylsilylacetylenes in the presence of a catalytic amount of Lewis bases such as acetate or phenoxide anion is described. The alkynylation proceeded under mild conditions and afforded the corresponding propargyl alcohols in good to excellent yields. Copyright

Synthetic approach to seco-tetracenomycin natural products saccharothrixone A–C

Design and development of first synthetic approach to the functionalized tetracyclic framework of structurally novel seco-tetracenomycin natural products saccharothrixones A–C has been reported. A thermal dehydro Diels-Alder reaction of an arenyne-alkyne

A new entry in catalytic alkynylation of aldehydes and ketones: Dual activation of soft nucleophiles and hard electrophiles by an indium(III) catalyst

(Chemical Equation Presented). A new entry in catalytic alkynylation of carbonyl compounds was developed in which dual activation of both soft nucleophiles (terminal alkynes) and hard electrophiles (aldehydes and ketones) is achieved using an indium(III)

Ti-catalyzed regioselective ring-opening alkynylation of epoxides with haloalkynes

Ti-catalyzed ring-opening alkynylation of epoxides with haloalkynes has been achieved, allowing an efficient and regioselective entry to various propargylic alcohols in moderate to good yields. The developed protocol features extremely mild reaction conditions, broad substrate scope, varied functional group compatibility, and chemospecificity in the rearrangements of epoxides to aldehydes.

Modular access to 1,2-allenyl ketones based on a photoredox-catalysed radical-polar crossover process

Herein, a new protocol dealing with the preparation of 1,2-allenyl ketones has been successfully developedviathe reactions of enynes with radicals enabled by dual photoredox/copper catalysis. Based on the results of a deuteration experiment and the competition reaction between cyclopropanation and allenation, the mechanism based on a photoredox-neutral-catalysed radical-polar crossover process has been proposed. Synthetic applications of allenes have also been demonstrated.

Ru(ii)-catalyzed allenylation and sequential annulation of: N -tosylbenzamides with propargyl alcohols

We hereby report Ru(ii)-catalyzed C(sp2)-H allenylation of N-tosylbenzamides to access multi-substituted allenylamides. Furthermore, the allenylamides were converted to the corresponding isoquinolone derivatives via base mediated annulation. The current protocol features low catalyst loading, mild reaction conditions, high functional group compatibility and desired scalability. The unique functionality of the afforded allenes allowed further transformations to expand the practicality of the protocol. This journal is

Regioselective Iron-Catalysed Cross-Coupling Reaction of Aryl Propargylic Bromides and Aryl Grignard Reagents

An iron-catalysed Kumada-type cross-coupling reaction between aryl substituted propargylic bromides and arylmagnesium reagents has been developed. Propargylic coupling products were the main or only outcome, and propargyl/allene regioselectivity was shown to depend on the electronic nature of the substituents on the triple bond of the substrate and on the arylmagnesium halide. Best selectivities were observed when electron donating substituents were present in either reagent. The process is stereoespecific, occurs with configuration inversion and no carbon-based radicals seem to be involved in the mechanism. (Figure presented.).

Cu(I)-catalyzed oxidative cyclization of enynamides: Regioselective access to cyclopentadiene frameworks and 2-aminofurans

An efficient Cu(I)-catalyzed oxidative cyclization of alkynyl-tethered enynamides for the construction of fused bicyclic cyclopentadiene derivatives is disclosed. The cascade proceeds through alkyne oxidation, carbene/alkyne metathesis, and formal (3 + 2)

Asymmetric Propargylic Radical Cyanation Enabled by Dual Organophotoredox and Copper Catalysis

The first asymmetric propargylic radical cyanation was realized through a dual photoredox and copper catalysis. An organic photocatalyst serves to both generate propargyl radicals and oxidize Cu(I) species to Cu(II) species. A chiral Cu complex functions as an efficient organometallic catalyst to resemble the propargyl radical and cyanide in an enantio-controlled manner. Thus, a diverse range of optically active propargyl cyanides were produced with high reaction efficiency and enantioselectivities (28 examples, 57-97% yields and 83-98% ee). Moreover, mechanistic investigations including experiments and density functional theory calculations were performed to illustrate on the reaction pathway and stereochemical results.

1,8-Diazabicyclo[5.4.0]undec-7-ene-Catalyzed Carbonylative Cyclization of Propargylic Alcohols with Elemental Sulfur

A carbonylation procedure involving the cyclization of propargylic alcohols with elemental sulfur was developed. With 1,8-diazabicyclo[5.4.0]undec-7-ene as the catalyst, elemental sulfur and carbon monoxide are activated and incorporated into propargylic