69140-27-8Relevant academic research and scientific papers
Stereoselective Conjugate Addition of Halide Anion to Acetylenic Carbonyl Compounds Promoted by Lanthanoid Reagents
Fujisawa, Tamotsu,Tanaka, Akihito,Ukaji, Yutaka
, p. 1255 - 1256 (2007/10/02)
The conjugate addition of halide anion to acetylenic ketones proceeded by the combined use of cerium salts, halotrimethylsilanes and sodium or tetrabutylammonium salts to afford trans-β-halo enones stereoselectively.On the other hand, N,N-diethyl cis-β-haloacrylamides were synthesized from propiolamide.
β-HALOVINYL KETONES: SYNTHESIS FROM ACETYLENIC KETONES
Taniguchi, Mikio,Kobayashi, Shozo,Nakagawa, Masako,Hino, Tohru,Kishi, Yoshito
, p. 4763 - 4766 (2007/10/02)
The reaction of terminal acetylenic ketones with NaI or LiBr gave almost exclusively E-β-iodo-or E-β-bromovinyl ketones in trifluoracetic acid, while Z-β-iodo or Z-β-bromovinyl ketones were the major products in acetic acid.Trimethylsilyl iodide and bromide reacted smoothly with acetylenic ketones at -78 deg C to give TMS-allenolates which were readily converted to β-iodo and β-bromovinyl ketones, respectively.
