Rhodium-catalyzed Synthesis of 1-Arylisoquinoline Derivatives through Annulative Coupling of 3-Aryl-1,2-benzisoxazoles and Alkynes

Direct annulative coupling of 3-aryl-1,2-benzisoxazoles and alkynes efficiently proceeds in the presence of a Cp*Rh(III) catalyst to produce 2-(1-isoquinolinyl)phenols of interest in medicinal chemistry as well as materials chemistry. The products may also be useful precursors of quinoline-based bid...

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Bibliographic Details
Published inChemistry letters Vol. 46; no. 10; pp. 1512 - 1514
Main Authors Noguchi, Teppei, Nishii, Yuji, Miura, Masahiro
Format Journal Article
LanguageEnglish
Published TOKYO Chemical Soc Japan 05.10.2017
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
SUBSTITUTED ISOQUINOLINES
C-H activation
ASYMMETRIC-SYNTHESIS
Rhodium
N-O BOND
RHODIUM(III)-CATALYZED SYNTHESIS
BETA-PHENYLETHYLAMINES
ISOQUINOLINE ALKALOIDS
Isoquinoline
REGIOSELECTIVE SYNTHESIS
INTERNAL ALKYNES
RELAY CATALYSTS
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Summary:Direct annulative coupling of 3-aryl-1,2-benzisoxazoles and alkynes efficiently proceeds in the presence of a Cp*Rh(III) catalyst to produce 2-(1-isoquinolinyl)phenols of interest in medicinal chemistry as well as materials chemistry. The products may also be useful precursors of quinoline-based bidentate ligands.
Bibliography:KAKEN
ISSN:0366-7022
1348-0715
DOI:10.1246/cl.170618