3-Alkyl-3-(alkylamino)indolin-2-ones via Base-Mediated C-Arylation of 2-Nitrobenzenesulfonamides.
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989592%3A15310%2F15%3A33156155" target="_blank" >RIV/61989592:15310/15:33156155 - isvavai.cz</a>
Result on the web
<a href="http://pubs.acs.org/doi/ipdf/10.1021/acscombsci.5b00068" target="_blank" >http://pubs.acs.org/doi/ipdf/10.1021/acscombsci.5b00068</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1021/acscombsci.5b00068" target="_blank" >10.1021/acscombsci.5b00068</a>
Alternative languages
Result language
angličtina
Original language name
3-Alkyl-3-(alkylamino)indolin-2-ones via Base-Mediated C-Arylation of 2-Nitrobenzenesulfonamides.
Original language description
Resin-bound intermediates prepared from polymer-supported amino acid esters, 2-nitrobenezenesulfonylchlorides, and alcohols were used to synthesize 3-alkyl-3-(alkylamino) indolin-2-ones. The key step of the reaction sequence was the formation of a quaternary carbon via the base-mediated C-arylation of 2-nitrobenzenesulfonamides. The cleavage of the acyclic precursors from the resin and subsequent reduction of the nitro group by Zn in acetic acid triggered the spontaneous cyclization of the arylated compounds to indolinones. The synthesis was carried out using simple commercially available building blocks under mild conditions and provided the 3,3-disubstituted indolinone derivatives with good overall yields however, the arylation reaction resulted in the epimerization of the quaternary carbon.
Czech name
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Czech description
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Classification
Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
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Result continuities
Project
<a href="/en/project/EE2.3.30.0060" target="_blank" >EE2.3.30.0060: Interconnection of research and education in medicinal chemistry</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)
Others
Publication year
2015
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
ACS Combinatorial Science
ISSN
2156-8952
e-ISSN
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Volume of the periodical
17
Issue of the periodical within the volume
8
Country of publishing house
US - UNITED STATES
Number of pages
4
Pages from-to
433-436
UT code for WoS article
000359498900001
EID of the result in the Scopus database
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