ChemInform Abstract: One-Pot Synthesis of Polysubstituted Indolizines by an Addition/Cycloaromatization Sequence.

6533b874fe1ef96bd12d5fba

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ChemInform Abstract: One-Pot Synthesis of Polysubstituted Indolizines by an Addition/Cycloaromatization Sequence.

subject

Addition reaction Deprotonation Chemistry Stereochemistry One-pot synthesis Electrophile Michael reaction General Medicine Sequence (medicine)

description

Indolizines carrying various substituents in positions 5-8 were obtained from readily available 2-(1H-pyrrol-1-yl)nitriles and α,β-unsaturated ketones or aldehydes in a one-pot procedure. Michael addition of the deprotonated aminonitriles to the acceptors followed by acid-catalyzed electrophilic cyclization produces 5,6-dihydroindolizine-5-carbonitriles. From these stable intermediates, substituted indolizines were obtained via base-induced dehydrocyanation.

year	journal	country	edition	language
2013-11-08	ChemInform

https://doi.org/10.1002/chin.201348179

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