1448451-13-5

Upstream product

• 1449770-03-9 4-methyl-N-(1-methyl-4-oxocyclohexa-2,5-dien-1-yl)benzenesulfonamide 
• 3355-28-0 1-Bromo-2-butyne 
• 76778-00-2 propargyl iodide 
• 103790-08-5 N-(p-toluenesulfonyl)-p-benzoquinone imine dimethyl acetal 
• 418809-12-8 tert-butyl (1-methyl-4-oxocyclohexa-2,5-dien-1-yl)carbamate 
• 1448451-11-3 4-(but-2-ynylamino)-4-methylcyclohexa-2,5-dienone 
• 98-59-9 p-toluenesulfonyl chloride 
• 1448451-12-4 tert-butyl but-2-yn-1-yl(1-methyl-4-oxocyclohexa-2,5-dien-1-yl)-carbamate 

Relevant academic research and scientific papers

Cationic Palladium(II)-Catalyzed Reductive Cyclization of Alkynyl Cyclohexadienones

A cationic palladium(II)-catalyzed reductive cyclization of cyclohexadienone-containing 1,6-enynes by using ethanol as a hydrogen donor and solvent was successfully developed. This procedure offers convenient access to cyclohexenone-annulated heterocycles under mild reaction conditions. The reaction was initiated by hydropalladation of the alkyne and was quenched by addition of the intramolecular conjugate alkene. This possible mechanism was preliminarily demonstrated by deuterium-labeling experiments.

Ligand and substrate effects during Pd-catalyzed cyclizations of alkyne-tethered cyclohexadienones

The effects of ligand and substrate choice on the Pd-catalyzed cyclization of alkyne-tethered cyclohexadienones were examined. In the presence of a chiral ligand, the enantioselectivity of the desymmetrization is remarkably sensitive to structural changes in both the ligand and the substrate. Additionally, the regioselectivity of the reaction (5- vs. 6-membered ring formation) is dependent on the proximity of heteroatoms to the alkyne.

Cu-catalyzed asymmetric borylative cyclization of cyclohexadienone- containing 1,6-enynes

The first Cu-catalyzed asymmetric borylative cyclization of cyclohexadienone-containing 1,6-enynes is achieved through a tandem process: selective β-borylation of propargylic ether and subsequent conjugate addition to cyclohexadienone. The reaction proceeds with excellent regioselectivity and enantioselectivity to afford an optically pure cis-hydrobenzofuran framework bearing alkenylboronate and enone substructures. Furthermore, the resulting bicyclic products could be converted to bridged and tricyclic ring structures. This method extends the realm of Cu-catalyzed asymmetric tandem reactions using bis(pinacolato)diboron (B2pin 2).