Tetrahedron p. 2441 - 2448 (1999)
Update date:2022-08-05
Topics:
Demir, Ayhan S.
Camkerten, Nurettin
Gercek, Zuhal
Duygu, Nese
Reis, Omer
Arikan, Elif
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.
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(1999)
