A Rapid Approach to the Synthesis of Highly Functionalized Tetrahydroisoquinolines

A palladium-catalyzed domino ortho-alkylation/alkenylation forming up to three new C−C bonds furnishes functionalized tetrahydroisoquinolines in up to 87% yield. Extension to the formation of tetrahydrobenzoazepines and tetrahydroisoquinolinones is presented.

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Bibliographische Detailangaben
Veröffentlicht in:	Journal of organic chemistry 2009-02, Vol.74 (4), p.1791-1793
Hauptverfasser:	Thansandote, Praew, Gouliaras, Christina, Turcotte-Savard, Marc-Olivier, Lautens, Mark
Format:	Artikel
Sprache:	eng
Schlagworte:	Azepines - chemical synthesis Azepines - chemistry Catalysis Chemistry Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with only one n hetero atom and condensed derivatives Kinetics Organic chemistry Palladium - chemistry Preparations and properties Tetrahydroisoquinolines - chemical synthesis Tetrahydroisoquinolines - chemistry
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Beschreibung
Zusammenfassung:	A palladium-catalyzed domino ortho-alkylation/alkenylation forming up to three new C−C bonds furnishes functionalized tetrahydroisoquinolines in up to 87% yield. Extension to the formation of tetrahydrobenzoazepines and tetrahydroisoquinolinones is presented.
ISSN:	0022-3263 1520-6904
DOI:	10.1021/jo8025725