19883-35-3

Upstream product

• 123-75-1 pyrrolidine 
• 6908-67-4 (E)-1-(2-phenylethenyl)-2-pyrrolidinone 
• 616-45-5 2-pyrrolidinon 
• 536-74-3 phenylacetylene 
• 31282-95-8 1-(chloromethyl)pyrrolidin-2-one 
• 151073-69-7 (4-ethoxy-4-oxobutyl)zinc(II) bromide 
• 683246-77-7 N-(2-phenylethynyl)pyrrolidin-2-one 
• 22081-44-3 N-(2-hydroxy-2-phenylethyl)pyrrodidin-2-one 
• 588-72-7 [(E)-2-bromoethenyl]benzene 
• 122-78-1 phenylacetaldehyde 
• 100-52-7 benzaldehyde 
• 122365-26-8 Diphenyl-(2-oxo-1-pyrrolidinylmethyl)-phosphinoxid 
• 189809-26-5 1-(1-tosyl-2-phenylethyl)-2-pyrrolidinone 
• 88-12-0 1-ethenyl-2-pyrrolidinone 

Downstream Products

• 10135-23-6 N-(2-phenylethyl)pyrrolidin-2-one 
• 1174295-40-9 3,3′-(2-phenylethane-1,1-diyl)bis(1H-indole) 
• 1449753-76-7 C₂₅H₂₃Cl₂NO 
• 1449753-71-2 (Z)-1-(1,2-diphenylvinyl)pyrrolidin-2-one 
• 1609649-51-5 1-[2-phenyl-(1-phenylthio)ethyl]-2-pyrrolidinone 
• 1329422-45-8 (Z)-1-(2-phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)pyrrolidin-2-one 

Relevant academic research and scientific papers

Iridium-Catalyzed β-C(sp2)?H Borylation of Enamides – Access to 3,3-Dihalogeno-2-methoxypiperidines

An efficient catalytic preparation of synthetically useful new β-borylated enamides was achieved under relatively mild conditions via a regioselective iridium-catalyzed C(sp2)?H borylation. The method features broad substrate scope, good functi

Phosphine-Catalyzed Vinylation at Low Acetylene Pressure

The vinylation of various nucleophiles with acetylene at a maximum pressure of 1.5 bar is achieved by organocatalysis with easily accessible phosphines like tri-n-butylphosphine. A detailed mechanistic investigation by quantum-chemical and experimental methods supports a nucleophilic activation of acetylene by the phosphine catalyst. At 140 °C and typically 5 mol % catalyst loading, cyclic amides, oxazolidinones, ureas, unsaturated cyclic amines, and alcohols were successfully vinylated. Furthermore, the in situ generation of a vinyl phosphonium species can also be utilized in Wittig-type functionalization of aldehydes.

Anti-Markovnikov stereoselective hydroamination and hydrothiolation of (hetero)aromatic alkynes using a metal-free cyclic trimeric phosphazene base

Hydroamination and hydrothiolation are the most efficient and completely atom-economical process to construct important enamine and vinyl sulfide intermediates in pharmaceutical and organic chemistry. The cyclic trimeric phosphazene base (CTPB) showed gre

Palladium-Catalyzed Markovnikov-Selective Hydroselenation of N-Vinyl Lactams with Selenols Affording N,Se-Acetals

The highly regioselective hydroselenation of N-vinyl lactams has been revealed to successfully afford the corresponding N,Se-acetals as Markovnikov adducts. In the case of terminal N-vinyl lactams, Markovnikov-selective hydroselenation proceeds efficiently in the absence of any catalyst (or additive), owing to the acidity of the selenols. In contrast, the self-promoted hydroselenation is inefficient with internal N-vinyl lactams. In the presence of palladium diacetate (Pd(OAc)2), however, the desired hydroselenation of internal N-vinyl lactams proceeds efficiently to afford the corresponding N,Se-acetals.

Regioselective hydrothiolation of alkenes bearing heteroatoms with thiols catalyzed by palladium diacetate

In sharp contrast to many examples of transition-metal-catalyzed hydrothiolation of alkynes, the corresponding catalytic addition of thiols to alkenes has remained undeveloped. However, a novel Pd-catalyzed addition of thiols to alkenes bearing a heteroatom, such as oxygen and nitrogen, is found to proceed under mild conditions to give the corresponding Markovnikov adducts, regioselectively, in good yields.

TFA-catalyzed C-N bond activation of enamides with indoles: Efficient synthesis of 3,3-bisindolylpropanoates and other bisindolylalkanes

An efficient TFA-catalyzed cleavage of C-N bonds in alkylation of indoles by tertiary enamides was described. A variety of bisindolylalkane derivatives, especially 3,3-bisindolylpropanoates, were expeditiously synthesized in good yields.

Arylations of substituted enamides by aryl iodides: Regio- and stereoselective synthesis of (z)-β-amido-β-arylacrylates

Arylations of substituted enamides by aryl iodides were achieved for the first time via an unusual PdCl2(COD)/Ag3PO4 catalytic system. A broad range of (Z)-β-amido-β-arylacrylates were prepared regio- and stereoselectively in a highly efficient manner.

The aminocyclodextrin/Pd(OAc)2 complex as an efficient catalyst for the Mizoroki-Heck cross-coupling reaction

An aminocyclodextrin/Pd(OAc)2 complex is used as an efficient, reusable catalyst in the Mizoroki-Heck reaction of aryl halides/triflates with olefins to give carbon-carbon-coupled products in good to excellent yields. This simple, efficient catalytic system is applicable to a wide range of aryl and heteroaryl halides/triflates and olefins. This environmentally benign procedure is less hazardous, milder, uses a catalytic amount of ligand and Pd(OAc) 2, avoids an inert atmosphere, and catalyst recovery and reusability are achieved. Copyright

Synthesis of sterically hindered enamides via a Ti-mediated condensation of amides with aldehydes and ketones

The first TiCl4-mediated condensation of secondary amides with aldehydes and ketones has been achieved. The reaction proceeds at room temperature and is complete within 5 h in most cases. The optimized procedure used 5 equiv of an amine base hi

Cesium carbonate-promoted hydroamidation of alkynes: Enamides, indoles and the effect of iron(III) chloride

A series of enamide derivatives was prepared by a simple procedure for the hydroamidation of alkynes with amides and sulfonamides. The use of such a mild base as cesium carbonate promotes the latter transformation, and the addition of catalytic amounts of iron(III) chloride has a beneficial effect in the outcome of some of the presented hydroamidation reactions. A range of indoles was also synthesized from ortho-alkynylanilides by both complementary procedures, which proved to be useful for the construction of the indolo[1,2-c]quinazoline tetracyclic system from an ortho-(2-aminophenylalkynyl)anilide. Copyright