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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