Synthesis of Benzoxazolones from Nitroarenes or Aryl Halides

被引：30
|
作者：
Porzelle, Achim [1 ]
Woodrow, Michael D. [2 ]
Tomkinson, Nicholas C. O. [1 ]
机构：
[1] Cardiff Univ, Sch Chem, Cardiff CF10 3AT, S Glam, Wales
[2] GlaxoSmithKline Med Res Ctr, ImmunoInflammat Ctr Excellence Drug Discovery, Stevenage SG1 2NY, Herts, England
来源：
ORGANIC LETTERS | 2010年 / 12卷 / 04期
基金：
英国工程与自然科学研究理事会;
关键词：
HIGHLY EFFICIENT NITRATION; OXIDATIVE CYCLOCARBONYLATION; BETA-AMINOALCOHOLS; PHENOLIC-COMPOUNDS; PALLADIUM; HYDROXYLAMINES; 2-AMINOPHENOL; CARBONYLATION; REARRANGEMENT; IODIDES;
D O I：
10.1021/ol902885j
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A simple and effective method for the preparation of benzoxazolones from nitroarenes or aryl halides is described. Partial reduction of a nitro group in the presence of a chloroformate followed by a microwave-assisted rearrangement/ring closure sequence provides a convenient and practical procedure to prepare this important pharmacophore. Rearrangement precursors were also accessed from aryl halides through transition-metal-catalyzed coupling.
引用
收藏
页码：812 / 815
页数：4
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