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Isoquinolone derivatives via a furan recyclization reaction

Authors
Journal
Tetrahedron
0040-4020
Publisher
Elsevier
Publication Date
Volume
63
Issue
38
Identifiers
DOI: 10.1016/j.tet.2007.06.114
Keywords
  • Furan
  • Recyclization
  • Isoquinolone

Abstract

Abstract A new approach to the synthesis of isoquinolone derivatives has been developed. It is based on the protolytic recyclization of amides of 2-carboxybenzylfurans. It was shown that the reaction proceeds via formation of allylic alcohols of isoquinolone series, which under acidic conditions undergo isomerization into the corresponding ketones. A new condensed heterocyclic system of furo[2′,3′:3,4]cyclohepta[1,2- c]isoquinolin-8(6 H)-one has been synthesized.

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