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Synthesis of N-Heterocycles via Oxidant-Free Dehydrocyclization of Alcohols Using Heterogeneous Catalysts

期刊

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 60, 期 48, 页码 25188-25202

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202104979

关键词

acceptorless dehydrogenation; borrowing hydrogen; green chemistry; heterogeneous catalysis; N-heterocycles

资金

  1. Fundamental Research Funds for the Central Universities [30920021120]
  2. Key Laboratory of Biomass Energy and Material, Jiangsu Province [JSBEM201912]
  3. National Natural Science Foundation of China [21905089]
  4. Projekt DEAL

向作者/读者索取更多资源

N-heterocycles are important building blocks for organic chemistry and the fine-chemical industry. Recent attention has been given to the use of catalytic borrowing hydrogen and acceptorless dehydrogenative coupling reactions for their synthesis. Metal-based heterogeneous catalysts have been developed to achieve these transformations with good yields and selectivity, overcoming issues with product separation and catalyst reusability.
N-Heterocycles, such as pyrroles, pyrimidines, quinazolines, and quinoxalines, are important building blocks for organic chemistry and the fine-chemical industry. For their synthesis, catalytic borrowing hydrogen and acceptorless dehydrogenative coupling reactions of alcohols as sustainable reagents have received significant attention in recent years. To overcome the problems of product separation and catalyst reusability, several metal-based heterogeneous catalysts have been reported to achieve these transformations with good yields and selectivity. In this Minireview, we summarize recent developments using both noble and non-noble metal-based heterogeneous catalysts to synthesize N-heterocycles from alcohols and N-nucleophiles via acceptorless dehydrogenation or borrowing hydrogen methodologies. Furthermore, this Minireview introduces strategies for the preparation and functionalization of the corresponding heterogeneous catalysts, discusses the reaction mechanisms and the roles of metal electronic states, and the influence of support Lewis acid-base properties on these reactions.

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