Abstract
AbstractBy treatment of ethyl 4‐ or 5‐substituted 2‐acetylphenoxyacetates 1 with potassium hydroxide in dry dioxane, benzofurans 2–7 and 2,3,4,5‐tetrahydro‐1‐benzoxepin‐3,5‐diones 8 were obtained. The relative yields of benzofurans 2–7 and 2,3,4,5‐tetrahydro‐1‐benzoxepin‐3,5‐diones 8 varied with the types of 4‐ or 5‐substituents. The electron‐donating 4‐methoxyl group favored the formation of benzoxepins. On the other hand, electron‐withdrawing substituents such as the 4‐nitro group favored the formation of benzofurans. When esters 1 were treated with sodium amide, 2,3‐dihydrobenzofurans 2 were obtained exclusively regardless of 4‐ or 5‐substituents.
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