Synthesis, volume 50, issue 24, pages 4949-4957
Multigram Synthesis of C4/C5 3,3-Difluorocyclobutyl-Substituted Building Blocks
Sergey V. Ryabukhin
1, 2
,
Kostiantyn Melnykov
1, 2
,
Dmitriy Granat
1
,
Dmitriy Volochnyuk
1, 3
,
Oleksandr O. Grygorenko
1, 2
1
Enamine Ltd.
2
Taras Shevchenko National University of Kyiv
|
3
Institute of Organic Chemistry, National Academy of Sciences of Ukraine
|
Publication type: Journal Article
Publication date: 2018-08-20
Catalysis
Organic Chemistry
Abstract
An approach for the multigram synthesis of 3,3-difluorocyclobutyl-substituted building blocks (including carboxylic acid, amines, alcohols, azide, trifluoroborate ketone) is described. It is shown that, in most cases, ethyl 3,3-difluorocyclobutanecarboxylate is a convenient common synthetic intermediate to obtain the target derivatives. For preparation of 3,3-difluorocyclobutanol or -cyclobutanone, an alternative pathway via reaction of dichloroketene and tert-butyl or benzyl vinyl ether should be applied.
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Ryabukhin S. V. et al. Multigram Synthesis of C4/C5 3,3-Difluorocyclobutyl-Substituted Building Blocks // Synthesis. 2018. Vol. 50. No. 24. pp. 4949-4957.
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Ryabukhin S. V., Melnykov K., Granat D., Volochnyuk D., Grygorenko O. O. Multigram Synthesis of C4/C5 3,3-Difluorocyclobutyl-Substituted Building Blocks // Synthesis. 2018. Vol. 50. No. 24. pp. 4949-4957.
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TY - JOUR
DO - 10.1055/s-0037-1610237
UR - https://doi.org/10.1055/s-0037-1610237
TI - Multigram Synthesis of C4/C5 3,3-Difluorocyclobutyl-Substituted Building Blocks
T2 - Synthesis
AU - Ryabukhin, Sergey V.
AU - Melnykov, Kostiantyn
AU - Granat, Dmitriy
AU - Volochnyuk, Dmitriy
AU - Grygorenko, Oleksandr O.
PY - 2018
DA - 2018/08/20 00:00:00
PB - Thieme
SP - 4949-4957
IS - 24
VL - 50
SN - 0039-7881
SN - 1437-210X
ER -
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@article{2018_Ryabukhin,
author = {Sergey V. Ryabukhin and Kostiantyn Melnykov and Dmitriy Granat and Dmitriy Volochnyuk and Oleksandr O. Grygorenko},
title = {Multigram Synthesis of C4/C5 3,3-Difluorocyclobutyl-Substituted Building Blocks},
journal = {Synthesis},
year = {2018},
volume = {50},
publisher = {Thieme},
month = {aug},
url = {https://doi.org/10.1055/s-0037-1610237},
number = {24},
pages = {4949--4957},
doi = {10.1055/s-0037-1610237}
}
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Ryabukhin, Sergey V., et al. “Multigram Synthesis of C4/C5 3,3-Difluorocyclobutyl-Substituted Building Blocks.” Synthesis, vol. 50, no. 24, Aug. 2018, pp. 4949-4957. https://doi.org/10.1055/s-0037-1610237.
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