A novel one-pot pyrrole synthesis via a coupling-isomerization-Stetter-Paal-knorr sequence

A novel one-pot pyrrole synthesis via a coupling-isomerization-Stetter-Paal-knorr sequence
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DOI:
10.1021/ol0165185
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发表时间:
2001-10-18
期刊:
影响因子:
5.2
通讯作者:
Muller, TJJ
Muller, TJJ
中科院分区:
化学1区
文献类型:
--
作者:
Braun, RU;Zeitler, K;Muller, TJJ

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[图形]1,2,3,5-四取代吡咯可以通过偶联-异构化- stetter反应- paal - knorr顺序由电子差(杂)芳酰卤化物、端丙炔醇、醛和伯胺组成,在一锅、三步、四组分的工艺中以较高的收率合成。1,4-二酮4f和吡咯6b的结构也得到了x射线结构分析的支持。
[GRAPHICS]1,2,3,5-Tetrasubstituted pyrroles can be synthesized in good yields in a one-pot, three-step, four-component process by a coupling-isomerization-Stetter reaction-Paal-Knorr sequence of an electron-poor (hetero)aryl halide, a terminal propargyl alcohol, an aldehyde, and a primary amine. The structures of the 1,4-diketone 4f and the pyrrole 6b were additionally supported by X-ray structure analyses.