Cascade Formation of Isoxazoles: Facile Base-Mediated Rearrangement of Substituted Oxetanes

被引：67
作者：
Burkhard, Johannes A. [1 ]
Tchitchanov, Boris H. [1 ]
Carreira, Erick M. [1 ]
机构：
[1] ETH, Organ Chem Lab, CH-8093 Zurich, Switzerland
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 23期
关键词：
aldehydes; heterocycles; nitro compounds; oxetanes; rearrangements; COPPER(I)-CATALYZED SYNTHESIS; CYCLOADDITION ROUTE; PRACTICAL SYNTHESIS; BUILDING-BLOCKS; DRUG DISCOVERY; NITRILE OXIDES; OXETAN-3-ONES; REACTIVITY;
D O I：
10.1002/anie.201100260
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Give me five! Nitro compounds and oxetan-3-one react through an intriguing cascade sequence to give isoxazole-4-carbaldehydes using inexpensive reagents in a one-pot procedure (see scheme; Ms=methanesulfonyl). A variety of 3-substituted isoxazole-4-carbaldehydes were obtained in high overall yields. © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：5379 / 5382
页数：4
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