An efficient strategy for the regioselective synthesis of 3-phosphorylated-1-aminopyrroles from β-hydrazono phosphine oxides and phosphonates
作者:Francisco Palacios、Domitila Aparicio、Jesús M. de los Santos
DOI:10.1016/s0040-4020(99)00860-1
日期:1999.11
An easy strategy for the synthesis of 1-aminopyrroles substituted with a phosphine oxide or phosphonate group in the 3-position is described. The key step is the 1,4-conjugate addition of the enamine to the 4-phosphorylated 1,2-diazabuta-1,3-diene 3 and heterocyclisation to give substituted 1-aminopyrroles 9. Basic hydrolysis of pyrroles 9 afforded 3-phosphinoyl-1-aminopyrroles 11. Similarly substituted
描述了一种合成3-氨基被氧化膦或膦酸酯基取代的1-氨基吡咯的简单策略。关键步骤是将烯胺的1,4-共轭加成到4-磷酸化的1,2-二氮杂丁-1,3-二烯3上并杂环化得到取代的1-氨基吡咯9。吡咯9的碱性水解得到3-膦酰基-1-氨基吡咯11。类似地取代的3-膦酰基-1-氨基吡咯10也可以从乙酰丙酮和1,2-二氮杂丁-1,3-二烯3获得。