Extending the scope of a known furan synthesis: a novel route to 1,2,4-trisubstituted pyrroles

Extending the scope of a known furan synthesis: a novel route to 1,2,4-trisubstituted pyrroles
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扩展已知呋喃合成的范围:1,2,4-三取代吡咯的新路线

DOI:
10.1055/s-2002-22707
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发表时间:
2002
期刊:
影响因子:
2
通讯作者:
A. Meijere
A. Meijere
中科院分区:
化学4区
文献类型:
--
作者:
M. Friedrich;A. Wächtler;A. Meijere

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2-(酰基亚甲基)丙二醇二乙酸酯在酸性条件下容易环化得到呋喃(76-84%),在钯催化下与伯胺反应得到1,2,4-三取代的吡咯,产率中等至良好(39-53%)。当甘氨酸甲酯用作胺时,得到取代的吡咯-1-基乙酸甲酯(31-82%)。
2-(Acylmethylene)propanediol diacetates, which cyclize readily under acidic conditions to give furans (76-84%) react with primary amines under palladium catalysis to give 1,2,4-trisubstituted pyrroles in moderate to good yields (39-53%). When glycine methyl ester is used as the amine, substituted methyl pyrrol-1-ylacetates (31-82%) are obtained.