91962-64-0

Upstream product

• 623-73-4 diazoacetic acid ethyl ester 
• 536-74-3 phenylacetylene 
• 1530-45-6 (carbethoxymethyl)triphenylphosphonium bromide 
• 103-80-0 phenylacetyl chloride 
• 37174-94-0 ethyl 4-phenylbut-3-ynoate 
• 1184844-27-6 (E)-1-(4-bromophenyl)-4,4,4-trifluorobut-2-en-1-one 
• 103-82-2 phenylacetic acid 
• 5720-05-8 4-methylphenylboronic acid 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 

Downstream Products

• 1139768-25-4 ethyl 2-(10-phenylphenanthren-9-yl)acetate 
• 1139768-43-6 ethyl 2-(2,3,6,7-tetrafluoro-10-phenylphenanthren-9-yl)acetate 
• 1262883-86-2 (Z)-ethyl 4-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-3-enoate 
• 1291073-35-2 7-benzyl-8-(2,4-dichlorobenzoyl)-2,3-dihydroimidazo[1,2-a]pyridin-5(1H)-one 
• 1291073-71-6 C₂₂H₁₇ClN₂O₂ 

Relevant academic research and scientific papers

Phosphine-catalyzed enantioselective [3 + 2] cycloadditions of γ-substituted allenoates with β-perfluoroalkyl enones

The enantioselective construction of densely functionalized cyclopentene bearing contiguous three stereocenters has been a challenging task in organic synthesis. Herein, we present a phoshine-catalyzed highly regio-, diastereo-and enantioselective [3 + 2]

Copper-catalyzed 1,1-difunctionalization of terminal alkynes: a three-component reaction for the construction of vinyl sulfones

A copper-catalyzed 1,1-difunctionalization of terminal alkynes was achieved via a three-component reaction, providing a variety of vinyl sulfones with good yields and excellent chemo- and stereoselectivity. Preliminary mechanistic studies indicated that t

Transpositive Tandem Annulation of Phthalides with Allene Carboxylates: Regioselective Synthesis of Arylnaphthalene Lignans

Allene carboxylates, scarcely used as Michael acceptors, serve as acceptors in the annulation with phthalides in the presence of LDA and provide a one-pot synthesis of naphtho[c]furanones in very good yields. This tandem annulation is proposed to proceed

Photoredox Catalyzed Sulfonylation of Multisubstituted Allenes with Ru(bpy)3Cl2 or Rhodamine B

A highly regio- and stereoselective sulfonylation of allenes was developed that provided direct access to α, β-substituted unsaturated sulfone. By means of visible-light photoredox catalysis, the free radicals produced by p-toluenesulfonic acid reacted with multisubstituted allenes to obtain Markovnikov-type vinyl sulfones with Ru(bpy)3Cl2 or Rhodamine B as photocatalyst. The yield of this reaction could reach up to 91%. A series of unsaturated sulfones would be used for further transformation to some valuable compounds.

Visible-Light-Assisted Gold-Catalyzed Fluoroarylation of Allenoates

A strategically novel synthetic method for the fluoroarylation of allenic ester was developed that enables the expedient construction of a host of β-fluoroalkyl-containing cinnamate derivatives. The reaction proceeds through visible-light-promoted gold redox catalysis, occurs smoothly under very mild reaction conditions, accommodates a large variety of functional groups, and more importantly allows the incorporation of fluorine and aryl groups with excellent regio- and stereoselectivity. The concomitant activation mode for both the allene motif and the hydrogen fluoride is key for the success of the reaction.

Highly Enantioselective [3 + 2] Annulation of 3-Butynoates with β-Trifluoromethyl Enones Promoted by an Amine-Phosphine Binary Catalytic System

We report a highly enantioselective [3 + 2] annulation between 3-butynoates and β-trifluoromethyl enones, furnishing trifluoromethylated cyclopentenes with three contiguous stereogenic centers in good yields, high diastereoselectivities, and excellent enantioselectivities. A unique catalytic system consisting of a simple amine and a chiral phosphine was devised, and the synergistic play of Lewis basic amine and phosphine was crucial for alkyne isomerization and subsequent cyclization. The protocol disclosed herein allows facile activation of 3-butynoates in phosphine-mediated asymmetric transformations.

Phosphine catalyzed [3+2] cyclization/Michael addition of allenoate with CS2to form 2-thineyl vinyl sulfide

We have developed a DPPE-catalyzed three molecular two component tandem reaction of γ-substituted allenoate and CS2 to construct 2-thineyl vinyl sulfide through phosphine catalyzed [3+2] cyclization followed by Michael addition. The synthetic value of the

Phenanthrenes/dihydrophenanthrenes: The selectivity controlled by different benzynes and allenes

A method for the intermolecular annulation of benzynes with allenes is disclosed. This protocol utilized allenes as an unconventional diene component for the selective synthesis of phenanthrenes and dihydrophenanthrenes under the control of different benzyne precursors, featuring high atom-economy and good functional group compatibility. Density functional theory (DFT) calculations reveal that different migratory routes of the aromatic C-H bond are crucial for the observed selectivity. This journal is

Copper-catalyzed 1,1-Arylalkylation of terminal alkynes with diazo esters and organoboronic acids

A novel copper-catalyzed 1,1-Arylalkylation of terminal alkynes with diazo esters and organoboronic acids is described. With this methodology, (E)-β-Aryl-β,γ-unsaturated esters can be easily constructed in good to excellent yields directly from readily available and inexpensive traditional coupling reagents.

General [4 + 1] Cyclization Approach to Access 2,2-Disubstituted Tetrahydrofurans Enabled by Electrophilic Bifunctional Peroxides

A general [4 + 1] cyclization reaction of carbonyl nucleophiles with 2-iodomethylallyl peroxides, which function as unique electrophilic oxygen synthons, for the synthesis of a broad range of 2,2-disubstituted tetrahydrofurans is achieved under operationally simple conditions. The unprecedented asymmetric version of such reaction is also realized via chiral auxiliary-assisted cyclization, thus providing a distinct approach to access chiral tetrahydrofurans with high diastereoselectivities. The new method can be applied to the synthesis of core structure of posaconazole drug.