87977-34-2Relevant academic research and scientific papers
Benzofuran Derivatives. Part 3 . On the Reactibities of the Intermediates in Benzofuran Synthesis
Horaguchi, Takaaki,Matsuda, Shinichi,Tanemura, Kiyoshi,Suzuki, Tsuneo
, p. 965 - 969 (2007/10/02)
3-Methyl-5-nitrobenzofuran (2) and 3-methyl-5-nitrobenzofuran-2-carboxylic acid (3) were obtained by heating 2-acetyl-4-nitrophenoxyacetic acid (1) with various bases in acetic anhydride.It appeared that 3-hydroxy-3-methyl-5-nitro-2,3-dihydrobenzofuran-2-carboxylic acid (4) was the intermediate in the benzofuran synthesis.The properties of 4 were examined under various conditions.Using strong bases such as triethylamine in place of sodium acetate, 3-methyl-5-nitrobenzofuran-2-carboxylic acid (3) was obtained exclusively.However, in the presence of acetic acid in the reaction mixture 3-methyl-5-nitrobenzofuran (2) was obtained in good yield.The reaction pathways for the formation of 2 and 3 are discussed.
Application en serie benzofurannique d'un nouveau procede de nitration par l'acide nitrique en presence de chlorure stannique
Einhorn, Jacques,Demerseman, Pierre,Royer, Rene
, p. 2287 - 2290 (2007/10/02)
A new nitration technique, using nitric acid in the presence of stannic chloride in dichloromethane, has been extended to a series of benzofurans.The ease of performing the reaction as well as the diversity of products that can be obtained under various experimental conditions make it a worthwhile technique.
BENZOFURAN DERIVATIVES. I. ON THE EFFECTS OF SUBSTITUENTS IN BENZOFURAN SYNTHESES.
Suzuki,Horaguchi,Shimizu,Abe
, p. 2762 - 2767 (2007/10/02)
The Roessing'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.
