A two-stage iterative process for the synthesis of poly-oxazoles

被引：53

作者：

Atkins, JM ^{[1
]}

Vedejs, E ^{[1
]}

机构：

[1] Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA

来源：

ORGANIC LETTERS | 2005年 / 7卷 / 15期

关键词：

D O I：

10.1021/ol051244x

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Methodology has been developed to prepare bis-oxazoles via a two-stage iterative process. The sequence begins with C-2-chlorination of a lithiated oxazole using hexachloroethane. Generation of the C-2-C-4, bond by SNAr substitution with TosMIC anion, followed by conversion to the heterocycle in a one-pot reaction with glyoxylic acid monohydrate, affords the desired bis-oxazole in good yield and purity. The two-stage process allows for efficient synthesis of a tris-oxazole and the first iterative preparation of a tetra-oxazole.

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页码：3351 / 3354

页数：4

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