Nucleophilic Substitution of Azide Acting as a Pseudo Leaving Group: One-Step Synthesis of Various Aza Heterocycles

Nucleophilic Substitution of Azide Acting as a Pseudo Leaving Group: One-Step Synthesis of Various Aza Heterocycles

The reaction of 3-azidopropanoic acid with the carbodiimide-based coupling reagent DIC leads to a six-membered-ring intermediate acting as a versatile precursor to a diverse set of aza heterocycles, including mono-, bi-, and tricyclic compounds.

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Veröffentlicht in:Journal of organic chemistry 2013-11, Vol.78 (22), p.11335-11341
Hauptverfasser: Doebelin, Christelle, Schmitt, Martine, Antheaume, Cyril, Bourguignon, Jean-Jacques, Bihel, Frédéric
Format: Artikel
Sprache:eng
Schlagworte:
Aza Compounds - chemical synthesis
Aza Compounds - chemistry
Azides - chemistry
Cyclization
Heterocyclic Compounds - chemical synthesis
Heterocyclic Compounds - chemistry
Molecular Structure
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Beschreibung
Zusammenfassung:The reaction of 3-azidopropanoic acid with the carbodiimide-based coupling reagent DIC leads to a six-membered-ring intermediate acting as a versatile precursor to a diverse set of aza heterocycles, including mono-, bi-, and tricyclic compounds.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo401738f