132513-61-2

Upstream product

• 140421-20-1 Phosphoric acid 1-cyano-1-methyl-3-phenyl-prop-2-ynyl ester diethyl ester 
• 536-74-3 phenylacetylene 
• 73922-81-3 4-phenyl-but-3-yn-2-ol 
• 7677-24-9 trimethylsilyl cyanide 
• 1817-57-8 4-phenyl-3-butyne-2-one 

Relevant academic research and scientific papers

Asymmetric Propargylic Radical Cyanation Enabled by Dual Organophotoredox and Copper Catalysis

The first asymmetric propargylic radical cyanation was realized through a dual photoredox and copper catalysis. An organic photocatalyst serves to both generate propargyl radicals and oxidize Cu(I) species to Cu(II) species. A chiral Cu complex functions as an efficient organometallic catalyst to resemble the propargyl radical and cyanide in an enantio-controlled manner. Thus, a diverse range of optically active propargyl cyanides were produced with high reaction efficiency and enantioselectivities (28 examples, 57-97% yields and 83-98% ee). Moreover, mechanistic investigations including experiments and density functional theory calculations were performed to illustrate on the reaction pathway and stereochemical results.

Cyano Phosphate: An Efficient Intermediate for the Chemoselective Conversion of Carbonyl Compounds to Nitriles

Cyanohydrin diethyl phosphates, readily obtained from various ketones and aldehydes by reaction with diethyl phosphorocyanidate and lithium cyanide, reacted chemoselectively with samarium(II) iodide in THF to give the corresponding nitriles in excellent yields.This method was also found applicable to α,β-unsaturated carbonyl compounds via cyano phosphates to give β,γ-unsaturated nitriles, not obtainable by standard methods, without isomerization of the double bonds.