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Tsuneo Suzuki, Takaaki Horaguchi, Takahachi Shimizu, Teishiro Abe, Benzofuran Derivatives. I. On the Effects of Substituents in Benzofuran Syntheses, Bulletin of the Chemical Society of Japan, Volume 56, Issue 9, September 1983, Pages 2762–2767, https://doi.org/10.1246/bcsj.56.2762
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Abstract
The Rössing’s reaction of 4-substituted 2-acylphenoxyacetic acids give a mixture of benzofurans and 2-benzofurancarboxylic acids. The relative yields of benzofurans and 2-benzofurancarboxylic acids depend on the substituents on the benzene ring of the 2-acylphenoxyacetic acids. Electron-withdrawing substituents such as nitro groups favor the formation of 2-benzofurancarboxylic acids. On the other hand, the formation of benzofurans is favored by the steric hindrance of 2-acyl groups in the reaction of 2-acyl-4-nitrophenoxyacetic acids with anhydrous sodium acetate and acetic anhydride.