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Transition-Metal-Free Synthesis of Functionalized Quinolines by Direct Conversion of β-O-4 Model Compounds
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2022-07-22 , DOI: 10.1002/anie.202206284 Yangming Ding 1 , Tenglong Guo 1 , Zhewei Li 2 , Bo Zhang 1 , Fritz E Kühn 3 , Chang Liu 1 , Jian Zhang 1 , Dezhu Xu 1 , Ming Lei 2 , Tao Zhang 1 , Changzhi Li 1
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2022-07-22 , DOI: 10.1002/anie.202206284 Yangming Ding 1 , Tenglong Guo 1 , Zhewei Li 2 , Bo Zhang 1 , Fritz E Kühn 3 , Chang Liu 1 , Jian Zhang 1 , Dezhu Xu 1 , Ming Lei 2 , Tao Zhang 1 , Changzhi Li 1
Affiliation
The first example of quinoline synthesis from a major lignin motif by a one-pot cascade reaction is reported in yields of up to 89 %. The reaction path involves selective C−O bond cleavage, dehydrogenation, aldol condensation, and C−N bond formation along with heterocyclic aromatic ring construction. This transformation provides a new example for the application of lignin β-O-4 segments in the construction of N-heterocyclic aromatic compounds, thus offering a petroleum-independent path to heterocyclic aromatic chemicals.
中文翻译:
β-O-4 模型化合物直接转化无过渡金属合成官能化喹啉
据报道,通过一锅级联反应从主要木质素基序合成喹啉的第一个例子的产率高达 89%。反应路径涉及选择性 C-O 键断裂、脱氢、醛醇缩合和 C-N 键形成以及杂环芳环构建。这一转变为木质素β-O-4链段在构建N-杂环芳烃化合物中的应用提供了一个新的例子,从而为杂环芳烃化学品提供了一条不依赖石油的途径。
更新日期:2022-07-22
中文翻译:
β-O-4 模型化合物直接转化无过渡金属合成官能化喹啉
据报道,通过一锅级联反应从主要木质素基序合成喹啉的第一个例子的产率高达 89%。反应路径涉及选择性 C-O 键断裂、脱氢、醛醇缩合和 C-N 键形成以及杂环芳环构建。这一转变为木质素β-O-4链段在构建N-杂环芳烃化合物中的应用提供了一个新的例子,从而为杂环芳烃化学品提供了一条不依赖石油的途径。