- STUDIES ON QUINONES. VI. ACID CATALIZED REARRANGEMENTS IN SOME 4-ACETYL-2,3-DIHYDROBENZOFURANS
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The reaction of 2-acetyl- and 5-acetyl-2-methoxy-1,4-benzoquinone (1a, 1c) with N-propenylpiperidine gave the corresponding 2,3-dihydrobenzofurans, 2b and 2c, containing the acetyl group at C-4.Acid treatment of these dihydrofurans rearranged to 8-methyl- and 2-methoxy-8-methyljuglone (4a, 4b).Juglone (4c) and 2,3-dihydrojuglone (6) were obtained in fair yields from 4-acetyl-2,5-dihydroxy-2,3-dihydrobenzofuran (2e).
- Barrios, Luis,Ruiz, V. Manuel,Tapia, Ricardo,Valderrama, Jaime,Vega, Juan C.
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p. 187 - 190
(2007/10/02)
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