The First Example of an Intramolecular Diels—Alder Furan (IMDAF) Reaction of Iminium Salts and Its Application in a Short and Simple Synthesis of the Isoindolo[1,2-a]isoquinoline Core of the Jamtine and Hirsutine Alkaloids.
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N-Alkylation of isoquinoline derivatives with alkyl halides affords intermediate iminium salts, which undergo unexpected spontaneous intramolecular Diels—Alder reaction to produce cycloadducts with the basic structural core of the title alkaloids.