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

被引：26

作者：

Demir, AS ^{[1
]}

Camkerten, N ^{[1
]}

Gercek, Z ^{[1
]}

Duygu, N ^{[1
]}

Reis, O ^{[1
]}

Arikan, E ^{[1
]}

机构：

[1] Middle E Tech Univ, Dept Chem, TR-06531 Ankara, Turkey

来源：

TETRAHEDRON | 1999年 / 55卷 / 08期

关键词：

D O I：

10.1016/S0040-4020(99)00036-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：2441 / 2448

页数：8

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