Modular Regiodivergent Synthesis of Benzo-Fused Isocoumarins by a Cyclopropane Aromatization Strategy
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Updated: Aug 31, 2025

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Abstract:
Reported herein is an electrophile-modulated aromatization reaction of highly functionalized cyclopropanes to structurally diverse benzoisocoumarins featuring concurrent formation of the benzenoid and α-pyrone rings under mild conditions. An aromatization reaction of the proposed benzonorcaradiene intermediates prepared independently revealed a crucial role of the neighboring olefinic substituents in determining whether the cyclopropane ring expansion is followed by a 1,2-shift of the ester group.
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