铜催化的 1-[2-(芳基氨基)芳基]乙酮的有氧氧化 C-H 和 C-C 官能化反应，生成吖啶酮衍生物。

Copper-catalyzed aerobic oxidative C-H and C-C functionalization of 1-[2-(arylamino)aryl]ethanones leading to acridone derivatives.

机构信息

Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing 100084, PR China.

出版信息

Chemistry. 2013 Mar 25;19(13):4271-7. doi: 10.1002/chem.201204169. Epub 2013 Feb 10.

DOI:10.1002/chem.201204169

PMID:23401330

Abstract

Efficient copper-catalyzed aerobic oxidative C-H and C-C functionalization of 1-[2-(arylamino)aryl]ethanones leading to acridones has been developed. The procedure involves cleavage of aromatic C-H and acetyl C-C bonds with intramolecular formation of a diarylketone bond. The protocol uses inexpensive Cu(O2CCF3)2 as catalyst, pyridine as additive, and economical and environmentally friendly oxygen as the oxidant, and the corresponding acridones with various functional groups were obtained in moderate to good yields.

摘要

已开发出一种高效的铜催化有氧氧化 1-[2-(芳基氨基)芳基]乙酮的 C-H 和 C-C 官能化反应，生成吖啶酮。该方法涉及芳族 C-H 和乙酰 C-C 键的断裂，以及二芳基酮键的分子内形成。该方案使用廉价的 Cu(O2CCF3)2 作为催化剂、吡啶作为添加剂、经济环保的氧气作为氧化剂，以中等至良好的收率得到了具有各种官能团的相应吖啶酮。