7-formyl-5-methyl-5,6-dihydroindolizine and 7-formyl-6-methyl-5,6-dihydroindolizine were obtained via a domino hydroformylation/cyclization/dehydration reactions sequence starting from the corresponding 1-allyl-2-formylpyrroles. An intramolecular aldol condensation between the carbon atom adjiacent to the formyl group in the chain of the produced aldehydes and the carbonyl group directly bonded to the pyrrole ring most likely generates the indolizine structure. 7-formyl-6,8-dimethyl-5,6-dihydroindolizine was similarly synthesized by using 2-acetyl-1-(2-methylprop-2-enyl)pyrrole.

One pot hydroformylation/Intramolecular aldol condensation reactions of 1-allyl-2-carbonylpyrroles: a new entry into hydroindolizines synthesis

Settambolo R;
2003

Abstract

7-formyl-5-methyl-5,6-dihydroindolizine and 7-formyl-6-methyl-5,6-dihydroindolizine were obtained via a domino hydroformylation/cyclization/dehydration reactions sequence starting from the corresponding 1-allyl-2-formylpyrroles. An intramolecular aldol condensation between the carbon atom adjiacent to the formyl group in the chain of the produced aldehydes and the carbonyl group directly bonded to the pyrrole ring most likely generates the indolizine structure. 7-formyl-6,8-dimethyl-5,6-dihydroindolizine was similarly synthesized by using 2-acetyl-1-(2-methylprop-2-enyl)pyrrole.
2003
Istituto di Chimica dei Composti OrganoMetallici - ICCOM -
Inglese
33
2953
2961
9
N-allilpirroli
Idroindolizine
Idroformilazione
Nuovo approccio alla costruzione dello scheletro indolizinico, proprio di molti alcaloidi naturali, via formazione del legame C7-C8 attraverso un processo domino di idroformilazione e condensazione aldolica intramolecolare di N-allilpirroli aventi un gruppo carbonilico sulla posizione 2 dell'anello aromatico.
3
info:eu-repo/semantics/article
262
Settambolo, R; Miniati, S; Lazzaroni, R
01 Contributo su Rivista::01.01 Articolo in rivista
none
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14243/167023
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