Polyfunctionalisation of imidazole via sequential imidazolyl anion formation

Polyfunctionalisation of imidazole via sequential imidazolyl anion formation
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DOI:
10.1016/s0040-4020(97)00939-3
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发表时间:
1997-10-20
期刊:
影响因子:
2.1
通讯作者:
SavilleStones, EA
SavilleStones, EA
中科院分区:
化学3区
文献类型:
--
作者:
Carver, DS;Lindell, SD;SavilleStones, EA

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描述了一种实现咪唑环以C-5--> C-4--> C-2顺序官能化的方法。该化学过程通过位置稳定的咪唑基阴离子的区域选择性形成而进行,所述咪唑基阴离子与亲电试剂(醛、烷基卤化物、叠氮化物、甲酰胺、异氰酸酯)反应,以31 - 90%的产率得到取代的咪唑。(C)1997 Elsevier Science Ltd.
A method for achieving the sequential functionalisation of the imidazole ring in the order C-5-->C-4-->C-2 is described. The chemistry proceeds via the regioselective formation of positionally stable imidazolyl anions which are reacted with electrophiles (aldehydes, alkyl halides, azides, formamides, isocyanates) to afford substituted imidazoles in 31-90% yield. (C) 1997 Elsevier Science Ltd.