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钯催化的 2-(2-氮杂芳基)乙酸盐与芳基卤化物和三氟甲磺酸酯的脱羧偶联反应。

Palladium-catalyzed decarboxylative couplings of 2-(2-azaaryl)acetates with aryl halides and triflates.

机构信息

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

出版信息

J Am Chem Soc. 2010 Oct 20;132(41):14391-3. doi: 10.1021/ja107103b.

Abstract

Pd-catalyzed decarboxylative cross-couplings of 2-(2-azaaryl)acetates with aryl halides and triflates have been discovered. This reaction is potentially useful for the synthesis of some functionalized pyridines, quinolines, pyrazines, benzoxazoles, and benzothiazoles. Theoretical analysis shows that the nitrogen atom at the 2-position of the heteroaromatics directly coordinates to Pd(II) in the decarboxylation transition state.

摘要

Pd 催化的 2-(2-氮杂芳基)乙酸酯与芳基卤化物和三氟甲磺酸酯的脱羧交叉偶联已被发现。该反应对于合成一些功能化的吡啶、喹啉、吡嗪、苯并恶唑和苯并噻唑可能是有用的。理论分析表明,杂芳环 2 位上的氮原子在脱羧过渡态中直接与 Pd(II)配位。

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