| OTEVŘEL, Jan, David ŠVESTKA a Pavel BOBÁĽ. One-pot method for the synthesis of 1-aryl-2-aminoalkanol derivatives from the corresponding amides or nitriles. RSC Advances. Cambridge: Royal Society of Chemistry, 2020, roč. 10, č. 42, s. 25029-25045. ISSN 2046-2069. Dostupné z: https://dx.doi.org/10.1039/d0ra04359a. |
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@article{1744984,
author = {Otevřel, Jan and Švestka, David and Bobáľ, Pavel},
article_location = {Cambridge},
article_number = {42},
doi = {http://dx.doi.org/10.1039/d0ra04359a},
keywords = {amides; cyanides; molecular oxygen},
language = {eng},
issn = {2046-2069},
journal = {RSC Advances},
title = {One-pot method for the synthesis of 1-aryl-2-aminoalkanol derivatives from the corresponding amides or nitriles},
url = {https://pubs.rsc.org/en/content/articlepdf/2020/ra/d0ra04359a},
volume = {10},
year = {2020}
}
TY - JOUR
ID - 1744984
AU - Otevřel, Jan - Švestka, David - Bobáľ, Pavel
PY - 2020
TI - One-pot method for the synthesis of 1-aryl-2-aminoalkanol derivatives from the corresponding amides or nitriles
JF - RSC Advances
VL - 10
IS - 42
SP - 25029-25045
EP - 25029-25045
PB - Royal Society of Chemistry
SN - 20462069
KW - amides
KW - cyanides
KW - molecular oxygen
UR - https://pubs.rsc.org/en/content/articlepdf/2020/ra/d0ra04359a
N2 - We have identified a novel one-pot method for the synthesis of beta-amino alcohols, which is based on C-H bond hydroxylation at the benzylic alpha-carbon atom with a subsequent nitrile or amide functional group reduction. This cascade process uses molecular oxygen as an oxidant and sodium bis(2-methoxyethoxy)aluminum hydride as a reductant. The substrate scope was examined on 30 entries and, although the respective products were provided in moderate yields only, the above simple protocol may serve as a direct and powerful entry to the sterically congested 1,2-amino alcohols that are difficult to prepare by other routes. The plausible mechanistic rationale for the observed results is given and the reaction was applied to a synthesis of a potentially bioactive target.
ER -
OTEVŘEL, Jan, David ŠVESTKA a Pavel BOBÁĽ. One-pot method for the synthesis of 1-aryl-2-aminoalkanol derivatives from the corresponding amides or nitriles. \textit{RSC Advances}. Cambridge: Royal Society of Chemistry, 2020, roč.~10, č.~42, s.~25029-25045. ISSN~2046-2069. Dostupné z: https://dx.doi.org/10.1039/d0ra04359a.
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