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An 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… Click to show full abstract
An 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. Through the adjustment of the substituent of the aryl azides, corresponding novel isoquinoline skeletons were also obtainable by this method.
Journal Title: Asian Journal of Organic Chemistry
Year Published: 2017
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