30780-51-9Relevant articles and documents
A NEW PRACTICAL METHOD FOR THE SYNTHESIS OF ACETYLENES
Boivin, Jean,Elkaim, Laurent,Ferro, Paul G.,Zard, Samir Z.
, p. 5321 - 5324 (1991)
The reaction of isoxazol-5-ones derived from β-keto esters and hydroxylamine with sodium nitrite and ferrous sulphate in aqueous acetic acid affords the corresponding acetylenes in moderate to good yield. Key Words: Alkynes; Isoxazol-5-ones; β-Keto esters
Diversity-Oriented Desulfonylative Functionalization of Alkyl Allyl Sulfones
Xia, Yong,Studer, Armido
supporting information, p. 9836 - 9840 (2019/06/24)
The diversity-oriented desulfonylative functionalization of alkyl allyl sulfones with various sulfone-type reagents by radical chemistry has been developed. The readily installed allylsulfonyl moiety acts as a C-radical precursor, which is substituted by various functionalities using sulfur-based radical trapping reagents. The generality of this approach is documented by the successful desulfonylative alkynylation, azidation, trifluoromethylthiolation, sulfenylation, trifluoromethylselenylation, halogenation, and deuteration. The method is compatible with a wide range of functional groups. Considering the deuteration, products are obtained in good yields with a high level of deuterium incorporation.
Asymmetric Three-Component Coupling Reaction of Alkyne, Enone, and Aldehyde Catalyzed by Chiral Phebox Ruthenium Catalysts
Ubukata, Shino,Ito, Jun-Ichi,Oguri, Ryota,Nishiyama, Hisao
, p. 3347 - 3355 (2016/05/19)
Catalytic asymmetric three-component coupling reactions of terminal alkynes, α,β-unsaturated ketones, and aldehydes were studied. The chiral ruthenium complexes containing bis(oxazolinyl)phenyl ligands were found to serve as efficient catalysts for a tandem reaction based on conjugate addition of terminal alkynes to α,β-unsaturated ketones and subsequent aldol reaction with aldehydes, giving β-hydroxyketone derivatives containing α-propargyl groups in high yields with moderate to good enantioselectivities. This method can produce various functional molecules from commercially available substrates in a one-pot procedure. The absolute configuration of the major product was determined by X-ray analysis. The control experiments suggested that a ruthenium enolate species generated in situ by conjugate addition could be involved as an intermediate for the aldol coupling with an aldehyde.