Abstract

AbstractCyclohepta[cd]benzofurans 1a‐c were synthesized by heating (5‐oxo‐5H‐benzocyclohepten‐4‐yloxy)acetic acids 7a‐c with sodium acetate in acetic anhydride or by irradiation of 7a‐c in acetonitrile. Several reactions such as protonation, catalytic hydrogenation, Diels‐Alder reaction, acylation, and photoreaction were examined for 1a‐b. The results show that cyclohepta[cd]benzofurans have both properties of heptafulvene and benzofuran. The carbon‐carbon double bond in the furan ring of 1a has aromatic character, however, the carbon‐carbon double bonds in the seven‐membered ring have olefinic character.

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