Liu, Mingyu published the artcileAtom-Economical Cross-Coupling of Internal and Terminal Alkynes to Access 1,3-Enynes, Quality Control of 174456-28-1, the publication is Journal of the American Chemical Society (2021), 143(10), 3881-3888, database is CAplus and MEDLINE.
Herein, a selective and catalytic method for synthesizing 1,3-enynes (E/Z)-RCCC(R1)=CHR2 (R = tris(propan-2-yl)silyl, 4-(acetyloxy)butyl, cyclohexylmethyl, 5-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)pentyl, etc.; R1 = Et, Ph, pyridin-3-yl, pyrimidin-5-yl, etc.; R2 = hydroxymethyl, (phenylformamido)methyl, [(1H-indol-5-yl)carbamoyl]methyl, etc.) without prefunctionalized building blocks was described. This method is facilitated by a tailored P,N-ligand that enables regioselective dimerization and suppresses secondary E/Z-isomerization of the product. The transformation enables several classes of unactivated internal acceptor alkynes R1CCR2 to be coupled with terminal donor alkynes RCCH to deliver 1,3-enynes in a highly regio- and stereoselective manner. The scope of compatible acceptor alkynes includes propargyl alcs., (homo)propargyl amine derivatives, and (homo)propargyl carboxamides. The reaction is scalable and can operate effectively with as low as 0.5 mol% catalyst loading. The products are versatile intermediates that can participate in various downstream transformations. The preliminary mechanistic experiments that are consistent with a redox-neutral Pd(II) catalytic cycle were also presented.
Journal of the American Chemical Society published new progress about 174456-28-1. 174456-28-1 belongs to pyrimidines, auxiliary class Pyrimidine,Alkynyl,Alcohol, name is 3-(Pyrimidin-5-yl)prop-2-yn-1-ol, and the molecular formula is C7H6N2O, Quality Control of 174456-28-1.
Referemce:
https://pubchem.ncbi.nlm.nih.gov/compound/Pyrimidine,
Pyrimidine – Wikipedia