17858-27-4

Upstream product

• 742-16-5 N,N-(1-naphthyl)carbodiimide 
• 637-44-5 phenylpropyolic acid 
• 536-74-3 phenylacetylene 
• 86-84-0 1-Naphthyl isocyanate 
• 1027921-70-5 C₁₄H₁₄O₄ 
• 134-32-7 1-amino-naphthalene 

Downstream Products

• 1394233-03-4 3-phenylpropynoic acid (3,5-dimethoxybenzyl)naphthalen-1-ylamide 
• 1522157-83-0 N-(3-methoxybenzyl)-N-(naphthalen-1-yl)-3-phenylpropiolamide 
• 68775-45-1 2-(naphthalen-1-yl)-4-phenyl-1H-benzo[f]isoindole-1,3(2H)-dione 

Relevant academic research and scientific papers

Synthesis of alkynamides through reaction of alkyl- or aryl-substituted alkynylaluminums with isocyanates

An efficient and facile method for the preparation of alkynamides through Et3N-catalyzed alumination of alkyl- or aryl-substituted terminal alkynes with AlMe3and sequential nucleophilic addition ofin situgenerated alkynylaluminums to isocyanates is described. This method has the merits of using readily available isocyanates and monosubstituted alkynes, easy access to organoaluminums, short reaction times, and high efficiency. A gram-scale synthesis of the desired alkynamide and its application to the formation of α-methylene-β-lactams demonstrates the synthetic utility of this method.

Practical access to fluorescent 2,3-naphthalimide derivatives: Via didehydro-Diels-Alder reaction

A practical and efficient approach for the synthesis of fluorescent 2,3-naphthalimide derivatives has been developed from readily available starting materials via an intramolecular didehydro-Diels-Alder reaction, which proceeded well under room temperature, exhibiting a wide substrate scope and good functional group tolerance. The practicability of this methodology has been verified by one-step synthesis of the environmentally sensitive fluorophore 6-DMN on a gram scale with a shorter time, fewer steps and less waste disposal, and without the utilization of toxic transition metals. The present experimental and computational studies support the crucial role of the propiolimide moiety in the transformation.

(: Z)-Selective anti-Markovnikov or Markovnikov thiol-yne-click reactions of an internal alkyne by amide hydrogen bond control

Herein, we show exclusive control of stereo and regioselective thiol-yne click (TYC) reactions of internal alkynes via amide hydrogen bond control. By exploiting appropriate hydrogen bonding interactions like N-H?S, N-H?N and C-H?O, either (Z)-selective anti-Markovnikov or Markovnikov products could be obtained for an internal alkyne, exclusively.

PROPIOLAMIDE BASED COMPOUND, PROPIOLAMIDE BASED POLYMER AND PREPARATION METHOD THEREOF

The present invention relates to a novel propiolamide-based compound and a novel propiolamide-based polymer which express excellent and selective ultraviolet blocking properties, and a preparation method thereof. The propiolamide-based compound may have a

Asymmetric Dearomatization of 1-Aminonaphthalene Derivatives through C-C Bond Formation with Electron-Rich Heterocycles as Nucleophiles

A cationic gold(I)/axially chiral biaryl bis(phosphine) complex has been employed to catalyze the asymmetric dearomatization reactions of 1-aminonaphthalene derivatives through a C-C bond-forming reaction with electron-rich heterocycles as the nucleophiles. These reactions afford pentacyclic heterocycles in good yields with moderate enantiomeric excess (ee) values. A cationic gold(I)/axially chiral biaryl bis(phosphine) complex has been employed to catalyze the asymmetric dearomatization of 1-aminonaphthalene derivatives through a C-C bond-forming reaction with electron-rich heterocycles as the nucleophiles. These reactions afford pentacyclic heterocycles in good yields with moderate enantiomeric excess (ee) values.

Copper-catalyzed difunctionalization of activated alkynes by radical oxidation-tandem cyclization/dearomatization to synthesize 3-trifluoromethyl spiro[4.5]trienones

A copper-catalyzed difunctionalizing trifluoromethylation of activated alkynes with the cheap reagent sodium trifluoromethanesulfinate (NaSO2CF3 or Langlois' reagent) has been developed incorporating a tandem cyclization/ dearomatiza

Electrophilic ipso-iodocyclization of N-benzyl-N-(1-naphthyl)propiolamides: Synthesis of complex polycyclic lactams

An intramolecular electrophilic ipso-iodocyclization of N-benzyl-N-(1-naphthyl)propiolamides combined with the Friedel-Crafts-type reaction for the synthesis of complex polycyclic lactams is reported. The resulting iodinated cyclization product can provide a very useful handle for further structural manipulation. The Royal Society of Chemistry.

Dearomatization of fused arenes using platinum-catalyzed intramolecular formation of two C-C bonds

The (de)aroma of success: A cationic platinum(II) complex generated in situ catalyzes dearomatization of fused arenes by forming two intramolecular C-C bonds (see scheme). Mechanistic studies reveal that this reaction could proceed through alkyne activation by the cationic platinum(II) complex followed by a Friedel-Crafts-type reaction. Copyright