Efficient Synthesis of Pentasubstituted Pyrroles via intramolecular C-arylation

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989592%3A15310%2F22%3A73615677" target="_blank" >RIV/61989592:15310/22:73615677 - isvavai.cz</a>
Result on the web
<a href="https://pubs.rsc.org/en/content/articlepdf/2022/ob/d2ob00536k" target="_blank" >https://pubs.rsc.org/en/content/articlepdf/2022/ob/d2ob00536k</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1039/D2OB00536K" target="_blank" >10.1039/D2OB00536K</a>

Result language
angličtina
Original language name
Efficient Synthesis of Pentasubstituted Pyrroles via intramolecular C-arylation
Original language description
Immobilized L-aspartic acid beta-methyl ester (Fmoc-Asp(OMe)-OH) was reacted with 4-nitrobenzensulfonyl chloride followed by alkylation with various -haloketones. The resulting intermediates were treated with potassium trimethylsilanolate, which yielded tetrasubstituted pyrroles after one-step transformation consisting of sequential C-arylation, aldol condensation and spontaneous aromatization. The discovered synthetic strategy enables fast and simple access to pentasubstituted and functionalized pyrroles from a number of readily available starting materials.
Czech name
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Czech description
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Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
—
OECD FORD branch
10401 - Organic chemistry

Project
Result was created during the realization of more than one project. More information in the Projects tab.
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Publication year
2022
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

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