Hypervalent iodine(III)-induced intramolecular cyclization of α-(aryl)alkyl-β-dicarbonyl compounds:: A convenient synthesis of benzannulated and spirobenzannulated compounds

被引:75
作者
Arisawa, M [1 ]
Ramesh, NG [1 ]
Nakajima, M [1 ]
Tohma, H [1 ]
Kita, Y [1 ]
机构
[1] Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan
关键词
D O I
10.1021/jo000953f
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel hypervalent iodine(III)-induced direct intramolecular cyclization of alpha-(aryl)alkyl-beta -dicarbonyl compounds has been described. Both meta-and para-substituted phenol ether derivatives containing acyclic or cyclic 1,3-dicarbonyl moieties at the side chain undergo this reaction in a facile manner. The reactions afford benzannulated and spirobenzannulated compounds that are of biological importance. The reaction is found to be general, mild,: and high yielding. The mechanism: of the reaction has been shown to involve a cation radical intermediate.
引用
收藏
页码:59 / 65
页数:7
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