Synthesis of 1‑Substituted Isoquinolines by Heterocyclization of TosMIC Derivatives: Total Synthesis of Cassiarin A

A new method for the synthesis of 1-substituted isoquinolines by a heterocyclization that involves α-benzyl TosMIC derivatives and different electrophiles has been developed. This methodology has been successfully applied to a total synthesis of cassiarin A, an alkaloid with potent antiplasmodial ac...

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Bibliographic Details
Published inOrganic letters Vol. 18; no. 14; pp. 3378 - 3381
Main Authors Gutiérrez, Sara, Coppola, Anna, Sucunza, David, Burgos, Carolina, Vaquero, Juan J
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 15.07.2016
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
POTENT
TOSYLMETHYL ISOCYANIDE DERIVATIVES
IRIDIUM COMPLEXES
DISCOVERY
ARYLATION
C-H
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Summary:A new method for the synthesis of 1-substituted isoquinolines by a heterocyclization that involves α-benzyl TosMIC derivatives and different electrophiles has been developed. This methodology has been successfully applied to a total synthesis of cassiarin A, an alkaloid with potent antiplasmodial activity against Plasmodium falciparum.
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ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.6b01521