Iron-Catalyzed Formation of 2‑Aminopyridines from Diynes and Cyanamides

Diynes and cyanamides undergo an iron-catalyzed [2 + 2 + 2] cycloaddition to form highly substituted 2-aminopyridines in an atom-efficient manner that is both high yielding and regioselective. This system was also used to cyclize two terminal alkynes and a cyanamide to afford a 2,4,6-trisubstituted...

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Veröffentlicht in:	Journal of organic chemistry 2012-09, Vol.77 (17), p.7555-7563
Hauptverfasser:	Lane, Timothy K, D’Souza, Brendan R, Louie, Janis
Format:	Artikel
Sprache:	eng
Schlagworte:	alkynes Aminopyridines - chemical synthesis Aminopyridines - chemistry Catalysis Chemistry Cyanamide - chemistry cyanamides Cyclization Diynes - chemistry Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with only one n hetero atom and condensed derivatives Iron - chemistry Molecular Structure Organic chemistry Preparations and properties pyridines regioselectivity
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Beschreibung
Zusammenfassung:	Diynes and cyanamides undergo an iron-catalyzed [2 + 2 + 2] cycloaddition to form highly substituted 2-aminopyridines in an atom-efficient manner that is both high yielding and regioselective. This system was also used to cyclize two terminal alkynes and a cyanamide to afford a 2,4,6-trisubstituted pyridine product regioselectively.
ISSN:	0022-3263 1520-6904 1520-6904
DOI:	10.1021/jo3012418