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An expedient synthesis of poly-substituted 1-arylisoquinolines from δ-ketonitriles via indium-mediated Barbier reaction protocol

Authors :
Ko Hoon Kim
Hyun Seung Lee
Jae Nyoung Kim
Sung Hwan Kim
Source :
Tetrahedron Letters. 50:6476-6479
Publication Year :
2009
Publisher :
Elsevier BV, 2009.

Abstract

We developed an efficient synthetic strategy of poly-substituted 1-arylisoquinolines via an indium-mediated Barbier type allylation from δ-ketonitriles. Initial attack of allylindium species occurred at the nitrile group selectively to form the enamine intermediate, which reacted with the ketone group intramolecularly to furnish the isoquinolines.

Details

ISSN :
00404039
Volume :
50
Database :
OpenAIRE
Journal :
Tetrahedron Letters
Accession number :
edsair.doi...........2f9031156f26d16103ad152d73ab8f34
Full Text :
https://doi.org/10.1016/j.tetlet.2009.09.013