1190874-87-3

Upstream product

• 768-60-5 4-methoxyphenylacetylen 
• 623-47-2 propynoic acid ethyl ester 
• 31930-36-6 ethyl (Z)-3-iodopropenoate 

Downstream Products

• 1379654-80-4 (Z)-5-(4-methoxyphenyl)pent-2-en-4-ynal 

Relevant academic research and scientific papers

Chemo-, regio- and stereoselective tricyclohexylphosphine-catalyzed [3+2] cycloaddition of enynes with [60]fullerene initiated by 1,4-michael addition: Synthesis of cyclopenteno[60]fullerenes and their electrochemical properties

Herein we demonstrate a tricyclohexylphosphine-catalyzed cycloaddition of (E)- or (Z)-alkyl 5-substituted phenylpent-2-en-4-ynoates with [60]fullerene to give cyclopentenofullerenes in good to excellent yields, through initial chemo- and regioselective 1,4-addition of phosphines at the b-carbon of the enyne substrates. The nucleophilic addition pattern of P (cHx)3 is found to be different from that of Gilman or Grignard reagents toward the studied enynes. The resulting cyclopentenofullerenes, characterized with spectrometric methods and single crystal X-ray diffraction analysis, exhibit comparable or higher LUMO energy levels than a typical n-type material, [6,6]-phenyl-C61-butyric acid methyl ester (PCBM).

Palladium-Catalyzed One-Pot Highly Regioselective 6- Endo Cyclization and Alkylation of Enynoates: Synthesis of 2-Alkanone Pyrones

The Pd(II)-catalyzed one-pot tandem cyclization/alkylation reactions of enynoates with allylic alcohols have been demonstrated. In this reaction, an innovative protocol proceeded well through Pd-catalyzed intramolecular selective 6-endo cyclization, inser

Palladium-catalyzed convenient one-pot synthesis of multi-substituted 2-pyrones via transesterification and alkenylation of enynoates

An efficient one-pot protocol for the synthesis of multi-substituted 2-pyrone derivatives from internal alkynes and unactivated alkenes is reported. The methodology involves difunctionalization of internal alkynes by using Pd(II) as a catalyst alongwith X-Phos as ligand via 6-endo transesterification and subsequent alkenylation pathway. Notable features include simple and easily available starting materials, including a range of unactivated alkenes, reduced synthetic steps and mild reaction conditions with high efficiency.

Synthesis of Highly Substituted Racemic and Enantioenriched Allenylsilanes via Copper-Catalyzed Hydrosilylation of (Z)-2-Alken-4-ynoates with Silylboronate

Copper-catalyzed highly efficient hydrosilylation reaction of enynoates was developed. Under simple reaction conditions, various di-, tri-, and tetrasubstituted racemic allene products could be obtained in high yields. The asymmetric 1,6-addition of silyl group to the (Z)-2-alken-4-ynoates could be achieved under mild reaction conditions to afford the silyl-substituted enantioenriched chiral allene products in good yields and with high enantioselectivities.

Gold-catalyzed cyclization of alkynylaziridines as an efficient approach toward functionalized N-phth pyrroles

(Chemical Equation Presented) An efficient access to N-phth pyrrroles via gold-catalyzed cycloisomerization of N-phth alkynylaziridines has been described. Functionalized pyrroles including pyrrole-2-carboxylates or 2-pyrrolyl ketone are easily constructe