Abstract
AbstractAn efficient three‐component tandem reaction of aryl azides, propargylic alcohols, and iodine has been developed. The products of the reaction hinge on the type of the propargylic alcohols: for tertiary alcohols, the reaction proceeded via a cascade Friedel–Crafts‐type reaction/electrophilic cyclization/1,2‐aryl migratory shift sequence to provide 3‐iodoquinolinium salt products, while in the case of secondary alcohols, 3‐iodoquinoline products could be obtained. For aryl azides with certain substituents, this method gave novel isoquinoline skeletons.
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