Butenolide annelation using a manganese(III) oxidation. A synthesis of 4-arylfuran-2(5H)-ones

1999-02-19
Demir, Ayhan Sıtkı
Camkerten, N
Gercek, Z
Duygu, N
Reis, O
Arikan, E
A general procedure was developed for the annelation of a butenolide to an aromatic ketone that highlighted a manganese(III) oxidation of aromatic ketones. The oxidation of aromatic ketones with manganese(III) acetate in the presence of 2;bromoacetic acid or the Mn(II) salt of this carboxylic acid provided a regioselectively convenient synthesis of 2-(2-bromoacetoxy) ketones. An Arbuzov or Wittig reaction of 2-(2-bromoacetoxy) ketones followed by cyclisation furnished 4-arylfuran-2(5H)-ones in good yield. (C) 1999 Elsevier Science Ltd. Ail rights reserved.

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Citation Formats
A. S. Demir, N. Camkerten, Z. Gercek, N. Duygu, O. Reis, and E. Arikan, “Butenolide annelation using a manganese(III) oxidation. A synthesis of 4-arylfuran-2(5H)-ones,” TETRAHEDRON, pp. 2441–2448, 1999, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/56480.