Quinazolinones have broad applications in the biological, pharmaceutical and material fields. Studies on the synthesis of these compounds are therefore widely conducted. Herein, a novel and highly efficient copper-mediated tandem C(sp2)–H amination and annulation of benzamides and amidines for the synthesis of quinazolin-4(1H)-ones is proposed. This synthetic route can be useful for the construction of quinazolin-4(1H)-one
A compound having a first ligand of the following
is described. Ring A represents a monocyclic aromatic group or a polycyclic aromatic group. Ring B represents a polycyclic aromatic group. Z is a carbon. Z and the right N are coordinated to a metal to form a five-membered chelate ring. R
1
and R
2
independently represent mono to a maximum possible number of substitutions, or no substitution.
A straightforward method to synthesize imidazole derivatives from amidines and sulfoxonium ylides catalyzed by acids is reported in this study. Specifically, catalyzed by trifluoroacetic acid in DCE solvents can improve synthesis efficiency under metal-free conditions. A series of imidazole scaffolds were produced in good to excellent yields.
Transition‐Metal‐Free Synthesis of 1,2‐diphenyl‐1
<i>H</i>
‐benzo[
<i>d</i>
] Imidazole Derivatives from
<i>N</i>
‐phenylbenzimidamides and Cyclohexanones
A transition‐metal‐free strategy for the formation of 1,2‐diphenyl‐1H‐benzo[d] imidazoles from N‐phenylbenzimidamides and cyclohexanones is introduced. This is the first report on the direct synthesis of 1,2‐diphenyl‐1H‐benzo[d] imidazoles from cyclohexanones and N‐phenylbenzimidamides via iodine‐ promoted oxidative cyclization. Non‐aromatic cyclohexanones were smoothly dehydrogenated, and acted as
引入了一种无过渡金属的策略,用于由N-苯基苯甲酰胺和环己酮形成1,2-二苯基-1 H-苯并[ d ]咪唑。这是关于通过碘促进的氧化环化反应,由环己酮和N-苯基苯甲酰胺直接合成1,2-二苯基-1 H-苯并[ d ]咪唑的第一份报告。非芳族环己酮可顺利脱氢,并使用氧气作为绿色氧化剂充当芳基源。碘的催化使用使得该方法相当简单,更经济和方便。在优化条件下,各种取代的1,2-二苯基-1 H-苯并[ d使咪唑平稳反应,并以中等至优异的产率生成所需的取代的咪唑。
Iron(III)/Iodine-Catalyzed C(<i>sp</i><sup>2</sup>)H Activation of α,β-Unsaturated Aldehydes/Ketones with Amidines: Synthesis of 1,2,4,5-Tetrasubstituted Imidazoles
An efficient methodology to access a library of 1,2,4,5-tetrasubstitutedimidazoles from a broad range of amidines and α,β-unsaturatedaldehydes/ketones via a C(sp2)H amination has been developed. This method represents a new and simple way to prepare highly substituted imidazoles from easily available starting materials, inexpensive catalysts, and with good functional group tolerance in good to excellent