Tesi etd-05102007-160743 |
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Tipo di tesi
Tesi di dottorato di ricerca
Autore
Signore, Giovanni
URN
etd-05102007-160743
Titolo
New Synthetic Approaches to Alk-1-enyl Sulfones and Sulfoxides
Settore scientifico disciplinare
CHIM/06
Corso di studi
SCIENZE CHIMICHE
Relatori
Relatore Prof. Menicagli, Rita
Parole chiave
- alk-1-enyl sulfones
- alk-1-enyl sulfoxides
- organoalane-pyridine complexes
- Reissert-like reactions
Data inizio appello
15/02/2007
Consultabilità
Completa
Riassunto
This thesis is devoted to the finding of new synthetic approaches to alk-1-enyl sulfones and sulfoxides. In particular, uncomplexed organoaluminum reagents reacted with aluminium sulfinates to afford alkenyl sulfoxides in good yields (72-75%). Sulfonyl chlorides reacted with pyridine-complexed alanes in the presence of PPh3 to afford sulfoxides in up to 94% yields; a reasonable mechanism is proposed. Sulfinyl chlorides react with alkynyl aluminium reagents to give alkynyl sulfoxides in modest yields (43-57%). Pyridine-complexed organoalanes react with sulfonyl chlorides in the presence of Ph3PO to give alkenyl sulfones in good yields (75%). Uncomplexed organoalanes reacted with pyridine-sulfonyl chloride complexes to afford sulfones in variable yields (40-90%). Finally, N-acyl-2-alkenyl-2H-dihydropyridine and dihydroisoquinoline derivatives are obtained via reaction of organoalane-pyridine complexes with acid halides.
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Nome file | Dimensione |
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00tesiSi...Intro.pdf | 520.46 Kb |
01tesiSi...eCap1.pdf | 519.88 Kb |
02tesiSi...eCap2.pdf | 520.00 Kb |
03tesiSi...eCap3.pdf | 221.75 Kb |
04tesiSi...eCap4.pdf | 221.90 Kb |
05tesiSi...eCap5.pdf | 248.21 Kb |
06tesiSi...eCap6.pdf | 247.49 Kb |
07tesiSignoreBib.pdf | 248.00 Kb |
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