Assembly of Isoquinolines via CuI-Catalyzed Coupling of β-Keto Esters and 2-Halobenzylamines

CuI-catalyzed coupling of 2-halobenzylamines with β-keto esters or 1,3-diketones in i-PrOH under the action of K2CO3 produced 1,2-dihydroisoquinolines as the coupling/condensative cyclization products, which underwent smooth dehydrogenation under air atmosphere to afford substituted isoquinolines.

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Bibliographic Details
Published in:Organic letters 2008-07, Vol.10 (13), p.2761-2763
Main Authors: Wang, Bao, Lu, Biao, Jiang, Yongwen, Zhang, Yihua, Ma, Dawei
Format: Article
Language:English
Subjects:
Benzylamines - chemistry
Bromine Compounds - chemistry
Catalysis
Copper - chemistry
Esters - chemistry
Halogenation
Iodides - chemistry
Isoquinolines - chemistry
Molecular Structure
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Description
Summary:CuI-catalyzed coupling of 2-halobenzylamines with β-keto esters or 1,3-diketones in i-PrOH under the action of K2CO3 produced 1,2-dihydroisoquinolines as the coupling/condensative cyclization products, which underwent smooth dehydrogenation under air atmosphere to afford substituted isoquinolines.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol800900a