28358-66-9

Upstream product

• 93-08-3 methyl 2-naphthyl ketone 
• 3857-83-8 2-naphthyl triflate 
• 129182-16-7 1-methyldifluorosilylstyrene 
• 91-20-3 naphthalene 
• 536-74-3 phenylacetylene 
• 644-13-3 C₆H₅COC₁₀H₇ 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 100-42-5 styrene 
• 16078-07-2 p-nitrophenyl 2-naphthoate 
• 57647-89-9 isopropenyl 2-naphthoate 
• 2243-83-6 2-naphthaloyl chloride 
• 98-80-6 phenylboronic acid 
• 1173656-75-1 1-iodo-1-(2-naphthyl)ethene 
• 603-33-8 triphenylbismuthane 

Downstream Products

• 72853-52-2 7-Phenyldibenzophenanthrene-9,14-dione 
• 72853-51-1 5-(2-Naphthyl)benzanthracene-7,12-dione 
• 137451-90-2 1-(2-naphthyl)-1-phenyl-2,2-dibromocyclopropane 
• 1259391-36-0 (R)-1-naphthalen-2-yl-1-phenyl-ethane-1,2-diol 
• 1342906-38-0 C₂₈H₂₈O₅ 
• 1380341-83-2 (E,Z)-ethyl 2,2-dimethyl-4-(naphthalen-2-yl)-4-phenylbut-3-enoate 
• 1433901-13-3 (E,Z)-2-(3-(4-nitrophenyl)-1-phenylprop-1-en-1-yl)naphthalene 
• 644-13-3 C₆H₅COC₁₀H₇ 
• 1260224-35-8 (R)-2-(1-phenylethyl)naphthalene 
• 1424035-11-9 (S)-2-(1-phenylethyl)naphthalene 

Relevant academic research and scientific papers

Sequential Photocatalytic Reactions for the Diastereoselective Synthesis of Cyclobutane Scaffolds

The synthesis of densely functionalized cyclobutanes containing all-carbon quaternary stereocenters in high regio- and diastereoselectivity remains synthetically challenging. Herein, we show that this can be achieved by using a sequential photocatalysis strategy, wherein 3-chloromaleimides undergo triplet sensitized [2 + 2] photocycloadditions with alkynes or alkenes followed by photoredox-catalyzed dechlorinative C-C bond forming reactions to install quaternary stereocenters. This allows the rapid assembly of structurally complex and sterically congested 3-azabicyclo[3.2.0]heptane scaffolds from readily available starting materials.

Iterative addition of carbon nucleophiles toN,N-dialkyl carboxamides for synthesis of α-tertiary amines

A protocol for the synthesis of α-tertiary amines was developed by iterative addition of carbon nucleophiles toN,N-dialkyl carboxamides. Nucleophilic 1,2-addition of organolithium reagents to carboxamides forms anionic tetrahedral carbinolamine (hemiaminal) intermediates, which are subsequently treated with bromotrimethylsilane (Me3SiBr) followed by organomagnesium (Grignard) reagents, organolithium reagents or tetrabutylammonium cyanide, affording α-tertiary amines. Employment of (trimethylsilyl)methylmagnesium bromide as the 2ndnucleophile allowed for aza-Peterson olefination of the resulting α-tertiary (trimethylsilyl)methylamines with acidic work-up, resulting in the formation of 1,1-diarylethylenes.

Photoredox-Catalyzed α-Aminomethyl Carboxylation of Styrenes with Sodium Glycinates: Synthesis of γ-Amino Acids and γ-Lactams

A visible-light photoredox-catalyzed reductive α-aminomethyl carboxylation of styrenes with sodium glycinates and CO2 has been developed to synthesize a series of α,α-disubstituted γ-amino acids and γ-lactams with high efficiency and regioselectivity. Notably, CO2 released from the decarboxylation step can be reused for the subsequent carboxylation. Distinct from the previous reactions with the same type of substrates leading to simple decarboxylation and olefin hydroalkylation, this process involves additional CO2 sequestration, thus leading to olefin α-aminomethyl carboxylation. These findings not only provide new access to α,α-disubstituted γ-amino acids and γ-lactams but also serve as a proof of concept for CO2 reutilization in decarboxylation reactions.

Base-promoted addition of DMA with 1,1-diarylethylenes: Application to a total synthesis of (-)-sacidumlignan B

A base-promoted addition of DMA (N,N-dimethylacetamide) to 1,1-diarylethylenes has been developed, and it provides a new strategy for the synthesis of N,N-dimethyl-4,4-diarylbutanamides from 1,1-diarylethylenes at room temperature. This method allows us to achieve the goal of synthesizing (-)-sacidumlignan B, and provides simple operation and broad substrate scope by avoiding the use of transition metal catalysts.

Deaminative carbonylative coupling of alkylamines with styrenes under transition-metal-free conditions

A transition-metal-free deaminative carbonylation of alkylamines with styrenes has been developed. The reaction shows good functional group compatibility and various α,β-unsaturated ketones were obtained in moderate to good yields. The alkyl radical generated from Katritzky salts via base-promoted C-N bond cleavage is one of the key intermediates in this reaction. This journal is

Carbosulfenylation of Alkenes with Organozinc Reagents and Dimethyl(methylthio)sulfonium Trifluoromethanesulfonate

The electrophilic alkylthiolation of alkenes, initiated by dimethyl(methylthio)sulfonium salts and the subsequent addition of various heteronucleophilies has been well-established. Regarding the use of carbon nucleophiles, however, only carefully designed sp-type carbon sources have been successfully applied. We herein present our findings on the methylthiolation of alkenes with dimethyl(methylthio)sulfonium trifluoromethanesulfonate, followed by carbon-carbon bond formation in the presence of organozinc reagents, thus achieving a catalyst-free protocol toward to the carbosulfenylation of alkenes.

β-Selective Aroylation of Activated Alkenes by Photoredox Catalysis

Late-stage synthesis of α,β-unsaturated aryl ketones remains an unmet challenge in organic synthesis. Reported herein is a photocatalytic non-chain-radical aroyl chlorination of alkenes by a 1,3-chlorine atom shift to form β-chloroketones as masked enones

Halogenation of 1,1-diarylethylenes by N-halosuccinimides

An efficient method for the preparation of 2,2-diarylvinyl halides from the corresponding 1,1-diarylethylenes has been developed. N-Halosuccinimides (N-bromosuccinimide or N-chlorosuccinimide) were used as the halogenation reagents. The practicability of this method is highlighted by its simple operation, broad substrate scope and capability for large-scale reaction.

Spherical hollow mesoporous silica supported phosphotungstic acid as a promising catalyst for α-arylstyrenes synthesis via Friedel-Crafts alkenylation

In this work, a spherical hollow mesoporous silica (SHMS) with high surface area (902 m2/g) and large mesopore volume (1.31 cm3/g) was prepared via a facile and scalable two-step soft-hard dual template-assisted sol-gel approach (OSD

Method for synthesizing alpha,beta-unsaturated selenium compound

The invention belongs to the field of organic selenium chemistry, and particularly relates to a method for synthesizing an alpha,beta-unsaturated selenium compound. The compound is synthesized by using an aryl boronic acid compound, elemental selenium and a diarylethene compound as reaction substrates. The method avoids toxic selenium-mercury reagents and toxic selenide reagents, conforms to the modern green development concept, and provides a green and economical method for synthesizing unsaturated selenium compounds in the future.