Iodobenzene catalysed synthesis of spirofurans and benzopyrans by oxidative cyclisation of vinylogous esters

被引：26
作者：
Ngatimin, Marsewi [1 ]
Frey, Raphael [2 ]
Andrews, Cecily [2 ]
Lupton, David W. [1 ]
Hutt, Oliver E. [2 ]
机构：
[1] Monash Univ, Sch Chem, Melbourne, Vic 3800, Australia
[2] CSIRO Mat Sci & Engn, Clayton, Vic 3169, Australia
来源：
CHEMICAL COMMUNICATIONS | 2011年 / 47卷 / 42期
关键词：
HYPERVALENT IODINE(III) REAGENT; M-CHLOROPERBENZOIC ACID; N-ACYLNITRENIUM IONS; IN-SITU GENERATION; FORMAL SYNTHESIS; ALKENES; VERSATILE; DEAROMATIZATION; SCOPE; AMINOACETOXYLATION;
D O I：
10.1039/c1cc15015d
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Vinylogous esters bearing para or meta methoxy benzyl groups undergo oxidative cyclisation with 5-20 mol% iodobenzene and m-CPBA to give spirofuran or benzopyran containing heterocycles. The reaction allows rapid generation of skeletal complexity in good to excellent yields via a novel oxidative cyclisation.
引用
收藏
页码：11778 / 11780
页数：3
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