Efficient synthesis of new 6-arylphenanthridines based on microwave-assisted Suzuki–Miyaura cross-coupling and Pictet–Spengler dehydrogenative cyclization in a zinc chloride/[Bmim]BF4 mixture
Тип публикации: Journal Article
Дата публикации: 2022-09-09
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Impact factor: 10.6
ISSN: 14639262, 14639270
Environmental Chemistry
Pollution
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An ecofriendly, efficient method for the synthesis of new pharmacologically active 6-arylphenanthridines has been developed for the first time. This method involves consecutive microwave-assisted Suzuki–Miyaura and Pictet–Spengler processes starting from inexpensive available 2-bromoaniline derivatives and 3,4-dimethoxyphenylboronic acid to be easily converted into 2-aminobiphenyl precursors, which react smoothly with diverse aromatic aldehydes to provide valuable polyfunctionalized 6-arylphenanthridines in moderate to excellent yields (45–98%) using a zinc chloride/[Bmim]BF4 mixture as both a useful catalytic system and reaction medium.
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Villamizar-Mogotocoro A. et al. Efficient synthesis of new 6-arylphenanthridines based on microwave-assisted Suzuki–Miyaura cross-coupling and Pictet–Spengler dehydrogenative cyclization in a zinc chloride/[Bmim]BF4 mixture // Green Chemistry. 2022. Vol. 24. No. 20. pp. 7996-8004.
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Villamizar-Mogotocoro A., Castañeda S., Kouznetsov V. V. Efficient synthesis of new 6-arylphenanthridines based on microwave-assisted Suzuki–Miyaura cross-coupling and Pictet–Spengler dehydrogenative cyclization in a zinc chloride/[Bmim]BF4 mixture // Green Chemistry. 2022. Vol. 24. No. 20. pp. 7996-8004.
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TY - JOUR
DO - 10.1039/d2gc02548e
UR - https://xlink.rsc.org/?DOI=D2GC02548E
TI - Efficient synthesis of new 6-arylphenanthridines based on microwave-assisted Suzuki–Miyaura cross-coupling and Pictet–Spengler dehydrogenative cyclization in a zinc chloride/[Bmim]BF4 mixture
T2 - Green Chemistry
AU - Villamizar-Mogotocoro, Andrés-Felipe
AU - Castañeda, Sandra
AU - Kouznetsov, Vladimir V.
PY - 2022
DA - 2022/09/09
PB - Royal Society of Chemistry (RSC)
SP - 7996-8004
IS - 20
VL - 24
SN - 1463-9262
SN - 1463-9270
ER -
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@article{2022_Villamizar-Mogotocoro,
author = {Andrés-Felipe Villamizar-Mogotocoro and Sandra Castañeda and Vladimir V. Kouznetsov},
title = {Efficient synthesis of new 6-arylphenanthridines based on microwave-assisted Suzuki–Miyaura cross-coupling and Pictet–Spengler dehydrogenative cyclization in a zinc chloride/[Bmim]BF4 mixture},
journal = {Green Chemistry},
year = {2022},
volume = {24},
publisher = {Royal Society of Chemistry (RSC)},
month = {sep},
url = {https://xlink.rsc.org/?DOI=D2GC02548E},
number = {20},
pages = {7996--8004},
doi = {10.1039/d2gc02548e}
}
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Villamizar-Mogotocoro, Andrés-Felipe, et al. “Efficient synthesis of new 6-arylphenanthridines based on microwave-assisted Suzuki–Miyaura cross-coupling and Pictet–Spengler dehydrogenative cyclization in a zinc chloride/[Bmim]BF4 mixture.” Green Chemistry, vol. 24, no. 20, Sep. 2022, pp. 7996-8004. https://xlink.rsc.org/?DOI=D2GC02548E.
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