6-Methyl-5,6-dihydroindolizine and 3- or 2-ethyl derivatives were obtained via a one-pot hydroformylation/cyclization/dehydration sequence starting from 1-(2-methyl-2-propenyl)pyrroles. 7-Phenyl-5,6-dihydroindolizine and 5-methyl-5,6-dihydroidolizine were similarly synthesized. An easily occurring electrophilic aromatic substitution by the carbon atom of the carbonyl group on the alpha position of the pyrrole ring with the formation of the six-membered ring, is the key step of the process.

An original approach to 5,6-dihydroindolizines from 1-allylpyrroles by a tandem hydroformylation/cyclization/dehydration sequence

Settambolo R;
2001

Abstract

6-Methyl-5,6-dihydroindolizine and 3- or 2-ethyl derivatives were obtained via a one-pot hydroformylation/cyclization/dehydration sequence starting from 1-(2-methyl-2-propenyl)pyrroles. 7-Phenyl-5,6-dihydroindolizine and 5-methyl-5,6-dihydroidolizine were similarly synthesized. An easily occurring electrophilic aromatic substitution by the carbon atom of the carbonyl group on the alpha position of the pyrrole ring with the formation of the six-membered ring, is the key step of the process.
2001
Istituto di Chimica dei Composti OrganoMetallici - ICCOM -
Inglese
42
4045
4048
4
N-allilpirroli
4-pirrolilbutanali
idroindolizine
idroformilazione
Nuovo metodo di preparazione di 5,6-diidroindolizine, precursori di indolizidine naturali, via formazione del legame C8-C9 tramite un processo tandem di idroformalazione/ciclodisidratazione di N-allilpirroli.
1
info:eu-repo/semantics/article
262
Settambolo R.; Caiazzo A.; Lazzaroni R.
01 Contributo su Rivista::01.01 Articolo in rivista
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14243/170075
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