REACTIONS OF STERICALLY CROWDED (1-ARYL-3,5-DIPHENYL-1H-PYRROL-2-YL)PHENYLMETHANONES WIITH ORGANOLITHIUM REAGENTS

Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22310%2F03%3A00008069" target="_blank" >RIV/60461373:22310/03:00008069 - isvavai.cz</a>
Result on the web
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DOI - Digital Object Identifier
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Result language
angličtina
Original language name
REACTIONS OF STERICALLY CROWDED (1-ARYL-3,5-DIPHENYL-1H-PYRROL-2-YL)PHENYLMETHANONES WIITH ORGANOLITHIUM REAGENTS
Original language description
Extended Decker oxidation of 1,2,4,6-tetraarylpyridinium salts represents suitable synthetic procedure for the prepration of atropoisomeric aryl-(1,3,5-triaryl-1H-pyrrol-2-yl)methanones. Axial chirality of some pyrroles derivates prepared using this method has been studied in the past. 1-Aryl-2,4,6-triphenylpyridinium-perchlorates (1) were converted to (1-aryl-3,5-diphenyl-1H-pyrrol-2-yl)-phenylmethanones (2) by treatment with potassium ferricyanide and potassiun hydroxide. Sterically crowded (1-aryl-3,5-diphenyl-1H-pyrrol-2-yl)-phenylmethanones (2) were treated with selected organolithium reagent to give corresponding tertiary alcohols (3) or 4'-substituted ketones (4). The influence of structure of organometallic reagent on regioselectivity ofthe reaction was studied. The diastereoselectivity was investigated in the case of the reactions of methyllithium with (1-aryl-3,5-diphenyl-1H-pyrrol-2-yl)-phenylmethanones with restricted rotation around C-N bond. Some tertia-ry alcohols (3) we
Czech name
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Czech description
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Publication year
2003
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Article name in the collection
10th Blue Danube Symposium on Heterocyclic Chemistry
ISBN
80-227-1938-2
ISSN
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e-ISSN
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Number of pages
1
Pages from-to
94
Publisher name
The Tenth Blue Danube Symposium on Heterocyclic Chemistry
Place of publication
Wien
Event location
Wien
Event date
Sep 3, 2003
Type of event by nationality
EUR - Evropská akce
UT code for WoS article
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