Synthesis of cis-Isoquinolonic Acids Containing Boronate Esters

Haiwen Zhang; Christopher M. Vogels; Susan L. Wheaton; Felix J. Baerlocher; Andreas Decken; Stephen A. Westcott

doi:10.1055/s-2005-872124

PAPER

Synthesis of cis-Isoquinolonic Acids Containing Boronate Esters

Haiwen Zhang^a, Christopher M. Vogels^a, Susan L. Wheaton^a, Felix J. Baerlocher^b, Andreas Decken^c, Stephen A. Westcott*^a
^a Department of Chemistry, Mount Allison University, Sackville, NB E4L 1G8, Canada
Fax: +1(506)3642313; e-Mail: swestcott@mta.ca;
^b Department of Biology, Mount Allison University, Sackville, NB E4L 1G7, Canada
^c Department of Chemistry, University of New Brunswick, Fredericton, NB E3B 5A3, Canada

Abstract

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Abstract

The addition of homophthalic anhydride to aldimines derived from pinacolation of 4-formylphenylboronic acid selectively gives the corresponding cis-isoquinolonic acids. Reactions proceed without the need for an additional Lewis acid catalyst at room temperature.

Key words

aldimines - antifungal - boronate esters - cyclocondensation - isoquinolines

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Referenzen

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