Journal
SYNTHESIS-STUTTGART
Volume -, Issue 12, Pages 2039-2045Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-2005-869908
Keywords
cycloadditions; electrocyclic reactions; heterocycles; tandem reactions; ylides
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A simple one-pot process for the alkylation of isoquinolines followed by a dehydrohalogenation of the quaternary salts formed and by an in situ trapping of azomethine ylides with appropriate dipolarophiles is described. This method has successfully been applied to the synthesis of benz[5,6]azepino[2, 1-a]isoquinolines and 5,6-dihydroindazolo[3,2-a]isoquinoline 8-oxides via an 1.7-electrocyclization process of similar type azomethine ylides.
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