β-Halovinyl ketones: Synthesis from acetylenic ketones
Тип публикации: Journal Article
Дата публикации: 1986-01-01
scimago Q3
wos Q3
БС2
SJR: 0.334
CiteScore: 3.2
Impact factor: 1.5
ISSN: 00404039, 18733581
Organic Chemistry
Drug Discovery
Biochemistry
Краткое описание
The reaction of terminal acetylenic ketones with NaI or LiBr gave almost exclusively E-β-iodo- or E-β-bromovinyl ketones in trifluoroacetic 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°C to give TMS-allenolates which were readily converted to β-iodo- and β-bromovinyl ketones, respectively. Practical syntheses of β-iodo- and β-bromovinyl ketones from the corresponding acetylenic ketones are described. The reaction of terminal acetylenic ketones with NaI or LiBr gave almost exclusively E-β-iodo- or E-β-bromovinyl ketones in TFA, while Z-β-iodo- or Z-B-bromovinyl ketones were the major products in AcOH.
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ГОСТ
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TANIGUCHI M. et al. β-Halovinyl ketones: Synthesis from acetylenic ketones // Tetrahedron Letters. 1986. Vol. 27. No. 39. pp. 4763-4766.
ГОСТ со всеми авторами (до 50)
Скопировать
TANIGUCHI M., Kobayashi S., NAKAGAWA M., HINO T., Kishi Y. β-Halovinyl ketones: Synthesis from acetylenic ketones // Tetrahedron Letters. 1986. Vol. 27. No. 39. pp. 4763-4766.
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RIS
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TY - JOUR
DO - 10.1016/S0040-4039(00)85059-5
UR - https://doi.org/10.1016/S0040-4039(00)85059-5
TI - β-Halovinyl ketones: Synthesis from acetylenic ketones
T2 - Tetrahedron Letters
AU - TANIGUCHI, MIKIO
AU - Kobayashi, Shozo
AU - NAKAGAWA, Masako
AU - HINO, Tohru
AU - Kishi, Y.
PY - 1986
DA - 1986/01/01
PB - Elsevier
SP - 4763-4766
IS - 39
VL - 27
SN - 0040-4039
SN - 1873-3581
ER -
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BibTex (до 50 авторов)
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@article{1986_TANIGUCHI,
author = {MIKIO TANIGUCHI and Shozo Kobayashi and Masako NAKAGAWA and Tohru HINO and Y. Kishi},
title = {β-Halovinyl ketones: Synthesis from acetylenic ketones},
journal = {Tetrahedron Letters},
year = {1986},
volume = {27},
publisher = {Elsevier},
month = {jan},
url = {https://doi.org/10.1016/S0040-4039(00)85059-5},
number = {39},
pages = {4763--4766},
doi = {10.1016/S0040-4039(00)85059-5}
}
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MLA
Скопировать
TANIGUCHI, MIKIO, et al. “β-Halovinyl ketones: Synthesis from acetylenic ketones.” Tetrahedron Letters, vol. 27, no. 39, Jan. 1986, pp. 4763-4766. https://doi.org/10.1016/S0040-4039(00)85059-5.