Thiyagarajan, Subramanian; Sankar, Raman Vijaya; Anjalikrishna, Puthannur K.; Suresh, Cherumuttathu H.; Gunanathan, Chidambaram published the artcile< Catalytic Formal Conjugate Addition: Direct Synthesis of δ-Hydroxynitriles from Nitriles and Allylic Alcohols>, Quality Control of 627-27-0, the main research area is delta hydroxynitrile preparation green chem; nitrile allylic alc selective formal conjugate addition ruthenium catalyst.
Alcs. and nitrile functionalities have widespread applications in biochem. and chem. synthesis. Catalytic transformations involving C-C bond formation relying on unsaturated coupling partners create important pathways for processes in synthetic, material, and medicinal chem. The discovery of a simple and selective coupling of nitriles with allylic alcs. catalyzed by a ruthenium pincer complex is described, which tolerates reactive functional groups such as carbamate, sulfonate, olefin, cyano, and trifluoromethyl-substituted benzyl nitriles. Homo allylic alcs. also provided 1,4-addition products following the isomerization of double bonds. Mechanistic studies supported that the allylic alcs. initially undergo selective oxidation by the catalyst to α,β-unsaturated carbonyl compounds followed by 1,4-conjugate addition of benzyl nitriles catalyzed by a base and subsequent catalytic reduction of carbonyl functionality, leading to the formation of δ-hydroxynitrile products. The catalytic cycle of this tandem process is established by d. functional theory studies. Remarkably, anipamil drug is successfully synthesized using this catalytic protocol. The utility of the δ-hydroxynitrile products in the synthesis of biol. active mols. and their further functionalization are also demonstrated.
ACS Catalysis published new progress about Allylic alcohols Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Quality Control of 627-27-0.
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts