Synthesis of polysubstituted 3-hydroxypyridines via the revisited hetero-Diels-Alder reaction of 5-alkoxyoxazoles with dienophiles.

Synthesis of polysubstituted 3-hydroxypyridines via the revisited hetero-Diels-Alder reaction of 5-alkoxyoxazoles with dienophiles.
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DOI:
10.1039/c1cc16562c
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发表时间:
2012-01
影响因子:
4.9
通讯作者:
C. Sabot;E. Oueis;X. Brune;P. Renard
C. Sabot;E. Oueis;X. Brune;P. Renard
中科院分区:
化学2区
文献类型:
--
作者:
C. Sabot;E. Oueis;X. Brune;P. Renard

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报道了通过容易制备的5-乙氧基恶唑和亲二烯体之间的杂Diels-桤木(HDA)反应,一步获得多取代3-羟基吡啶支架的一般方法。在Nd(OTf)(3)存在下在室温下进行的HDA反应成功地应用于各种5-乙氧基恶唑,显示出良好的官能团耐受性,并导致获得有用的结构单元的简单方法。
A general and single-step access to polysubstituted 3-hydroxypyridine scaffolds via hetero-Diels-Alder (HDA) reactions between readily prepared 5-ethoxyoxazoles and dienophiles is reported. The HDA reaction, run in the presence of Nd(OTf)(3) at room temperature, was successfully applied to various 5-ethoxyoxazoles showing good functional group tolerance, and led to a straightforward process to obtain useful building-blocks.