Synthesis of Furo[2,3-f]isoquinolines by Aromatic Claisen Rearrangement and Subsequent Cyclization

Abstract

Furo[2,3-f]isoquinolines were prepared by reacting isoquinolin-5-ol with an allyl bromide. Reaction between the sodium salt of isoquinolinol and and allyl bromide led to the formation of an allyloxyisoquinoline, which was thermally rearranged. The resultant allylisoquinoline was then subjected to acid-catalyzed cycli­zation to afford the title compound.

Key words

furo[2,3-f]isoquinoline - allyl aryl ethers - Claisen rearrangement - ring closure - sonochemical conditions

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