Hypervalent Iodine(III)-Induced Intramolecular Cyclization of α-(Aryl)alkyl-β-dicarbonyl Compounds: A Convenient Synthesis of Benzannulated and Spirobenzannulated Compounds
作者:Mitsuhiro Arisawa、Namakkal G. Ramesh、Makiko Nakajima、Hirofumi Tohma、Yasuyuki Kita
DOI:10.1021/jo000953f
日期:2001.1.1
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.