Synthesis of [1,2-a]-fused tricyclic dihydroquinolines by palladium-catalyzed intramolecular C-N cross-coupling of polarized heterocyclic enamines
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F16%3A39901636" target="_blank" >RIV/00216275:25310/16:39901636 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.3998/ark.5550190.p009.723" target="_blank" >http://dx.doi.org/10.3998/ark.5550190.p009.723</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.3998/ark.5550190.p009.723" target="_blank" >10.3998/ark.5550190.p009.723</a>
Alternative languages
Result language
angličtina
Original language name
Synthesis of [1,2-a]-fused tricyclic dihydroquinolines by palladium-catalyzed intramolecular C-N cross-coupling of polarized heterocyclic enamines
Original language description
A simple methodology for [1,2-a]-fused tricyclic dihydroquinolines is established. The key step of the methodology is an intramolecular Buchwald-Hartwig amination reaction of suitable halogenated (both bromo and chloro) cyclic enaminoketones, enaminoesters and enaminonitriles with various ring size (from five- to seven-membered). Optimal reaction conditions (palladium source, base, ligand) depend on the ring size of the starting enamine, giving 65-98% yield of the tricyclic product. A treatment of the products with perchloric acid gives respective quinolinium perchlorates.
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
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Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2016
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
ARKIVOC
ISSN
1551-7004
e-ISSN
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Volume of the periodical
5
Issue of the periodical within the volume
2016
Country of publishing house
US - UNITED STATES
Number of pages
24
Pages from-to
118-141
UT code for WoS article
000385801100009
EID of the result in the Scopus database
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