American Chemical Society (ACS)
Journal of Organic Chemistry
,  том 85 ,  издание 13 ,  страницы 8429-8436

Retrosynthetic Analysis of α-Alkenyl-β-Diketones: Regio- and Stereoselective Two-Step Synthesis of Highly Arylated Representatives from Acetylenes, Ketones, and Acyl Chlorides

Тип публикации: Journal Article
Дата публикации: 2020-06-03
American Chemical Society (ACS)
SCImago Q2
WOS Q1
БС1
SJR: 0.604
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
Organic Chemistry
Краткое описание
Highly arylated α-alkenyl-β-diketones are synthesized via a two-step sequence consisting of (i) potassium tert-butoxide/DMSO-catalyzed (E)-stereoselective C-H functionalization of ketones with acetylenes followed by (ii) magnesium bromide etherate/DIPEA-soft enolization of the formed β,γ-unsaturated ketones and regioselective acylation with acyl chlorides. The method is compatible with a broad range of substrates and shown to be applicable as an intermediate stage in the construction of polyarylated heterocycles.
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Shabalin D. A. et al. Retrosynthetic Analysis of α-Alkenyl-β-Diketones: Regio- and Stereoselective Two-Step Synthesis of Highly Arylated Representatives from Acetylenes, Ketones, and Acyl Chlorides // Journal of Organic Chemistry. 2020. Vol. 85. No. 13. pp. 8429-8436.
ГОСТ со всеми авторами (до 50) Скопировать
Shabalin D. A., Ivanova E., Ushakov I., Schmidt E. Yu., Trofimov B. A. Retrosynthetic Analysis of α-Alkenyl-β-Diketones: Regio- and Stereoselective Two-Step Synthesis of Highly Arylated Representatives from Acetylenes, Ketones, and Acyl Chlorides // Journal of Organic Chemistry. 2020. Vol. 85. No. 13. pp. 8429-8436.
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TY - JOUR
DO - 10.1021/acs.joc.0c00768
UR - https://doi.org/10.1021/acs.joc.0c00768
TI - Retrosynthetic Analysis of α-Alkenyl-β-Diketones: Regio- and Stereoselective Two-Step Synthesis of Highly Arylated Representatives from Acetylenes, Ketones, and Acyl Chlorides
T2 - Journal of Organic Chemistry
AU - Shabalin, Dmitrii A.
AU - Ivanova, Elena
AU - Ushakov, Igor
AU - Schmidt, Elena Yu
AU - Trofimov, B. A.
PY - 2020
DA - 2020/06/03
PB - American Chemical Society (ACS)
SP - 8429-8436
IS - 13
VL - 85
PMID - 32490679
SN - 0022-3263
SN - 1520-6904
ER -
BibTex |
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@article{2020_Shabalin,
author = {Dmitrii A. Shabalin and Elena Ivanova and Igor Ushakov and Elena Yu Schmidt and B. A. Trofimov},
title = {Retrosynthetic Analysis of α-Alkenyl-β-Diketones: Regio- and Stereoselective Two-Step Synthesis of Highly Arylated Representatives from Acetylenes, Ketones, and Acyl Chlorides},
journal = {Journal of Organic Chemistry},
year = {2020},
volume = {85},
publisher = {American Chemical Society (ACS)},
month = {jun},
url = {https://doi.org/10.1021/acs.joc.0c00768},
number = {13},
pages = {8429--8436},
doi = {10.1021/acs.joc.0c00768}
}
MLA
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Shabalin, Dmitrii A., et al. “Retrosynthetic Analysis of α-Alkenyl-β-Diketones: Regio- and Stereoselective Two-Step Synthesis of Highly Arylated Representatives from Acetylenes, Ketones, and Acyl Chlorides.” Journal of Organic Chemistry, vol. 85, no. 13, Jun. 2020, pp. 8429-8436. https://doi.org/10.1021/acs.joc.0c00768.
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