Gold(III) Chloride-Catalyzed Three-Component Reaction: A Facile Synthesis of Alkynyl Derivatives of 1,2-Dihydroquinolines and Isoquinolines

Gold(III) Chloride-Catalyzed Three-Component Reaction: A Facile Synthesis of Alkynyl Derivatives of 1,2-Dihydroquinolines and Isoquinolines

Gold(III) chloride is found to be an effective catalyst for the addition of alkynes on activated quinoline/isoquinolines to produce a series of alkynyl-substituted 1,2-dihydroquinolines and isoquinolines in a single-step operation. The easy availability of starting materials, convenient synthetic pr...

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Veröffentlicht in:Journal of organic chemistry 2008-09, Vol.73 (17), p.6857-6859
Hauptverfasser: Yadav, Jhillu S, Reddy, Basi V. Subba, Yadav, Nagendra Nath, Gupta, Manoj K, Sridhar, Balasubramanian
Format: Artikel
Sprache:eng
Schlagworte:
Catalysis
Catalysts: preparations and properties
Chemistry
Exact sciences and technology
General and physical chemistry
Heterocyclic compounds
Heterocyclic compounds with only one n hetero atom and condensed derivatives
Organic chemistry
Preparations and properties
Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry
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Zusammenfassung:Gold(III) chloride is found to be an effective catalyst for the addition of alkynes on activated quinoline/isoquinolines to produce a series of alkynyl-substituted 1,2-dihydroquinolines and isoquinolines in a single-step operation. The easy availability of starting materials, convenient synthetic procedure, operational simplicity, and high regioselectivity makes this strategy very useful for the preparation of enyne derivatives of aza-aromatic compounds.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo8007034