Synthesis of Diverse Nitrogen-Enriched Heterocyclic Scaffolds Using a Suite of Tunable One-Pot Multicomponent Reactions
作者:Guillermo Martinez-Ariza、Muhammad Ayaz、Federico Medda、Christopher Hulme
DOI:10.1021/jo500723d
日期:2014.6.6
anhydrides, and acyl chlorides) five-membered triazolopyridine scaffolds (B, D, F, G) are generated in a single step. Furthermore, the use of phenyl hydrazine enables access to dihydroindazole-carboxamides, devoid of a bridge-head nitrogen (C). All protocols are robust and tolerate a diverse collection of reactants, and as such, it is expected that the new scaffolds and associated chemistry will garner
报道了五种优雅且可切换的三组分反应,这些反应能够获得一系列新的含氮杂环。一种新颖的一步法将异氰化物添加到肼衍生的席夫碱中,提供了独特的六元吡啶并三嗪支架(A和E)。通过稍微修改反应条件并用不同的亲电子试剂(即异氰酸酯、异硫氰酸酯、环酸酐和酰氯)取代亲核异氰化物部分,一步生成五元三唑并吡啶支架(B、D、F、G) 。此外,使用苯肼可以得到不含桥头氮(C)的二氢吲唑甲酰胺。所有协议都很稳健,并且能够耐受多种反应物,因此,预计新的支架和相关化学将引起参与文件增强或特定目标相关药物发现活动的药物化学家的高度兴趣。