Synthesis of Carbolines by Photostimulated Cyclization of Anilinohalopyridines

A general synthetic route to prepare all four carboline regioisomers by photostimulated cyclization of anilinohalopyridines is described. The methodology affords various substituted carbolines in good to excellent yields. In the case of α-carbolines, the SRN1 methodology complements previously repor...

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Veröffentlicht in:	Journal of organic chemistry 2011-08, Vol.76 (15), p.6421-6425
Hauptverfasser:	Laha, Joydev K, Barolo, Silvia M, Rossi, Roberto A, Cuny, Gregory D
Format:	Artikel
Sprache:	eng
Schlagworte:	Aniline Compounds - chemistry Carbolines - chemical synthesis Carbolines - chemistry Catalysis Chemistry Cyclization Exact sciences and technology General and physical chemistry Heterocyclic compounds Heterocyclic compounds with only one n hetero atom and condensed derivatives Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings Molecular Structure Noncondensed benzenic compounds Organic chemistry Palladium - chemistry Photochemistry Photolysis Physical chemistry of induced reactions (with radiations, particles and ultrasonics) Preparations and properties
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Zusammenfassung:	A general synthetic route to prepare all four carboline regioisomers by photostimulated cyclization of anilinohalopyridines is described. The methodology affords various substituted carbolines in good to excellent yields. In the case of α-carbolines, the SRN1 methodology complements previously reported palladium-catalyzed cyclization approaches.
ISSN:	0022-3263 1520-6904
DOI:	10.1021/jo200923n