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Pd/C-catalyzed one-pot Suzuki-Miyaura cross-coupling/hydrogenation of pyridine derivatives
Journal of Heterocyclic Chemistry ( IF 2.4 ) Pub Date : 2021-07-09 , DOI: 10.1002/jhet.4341
Dinda B. Pitna 1 , Nao Tanaka 1 , Toyonobu Usuki 1
Affiliation  

Using bromopyridines and methoxyphenyl boronic acid as starting materials, consecutive Suzuki-Miyaura cross-coupling and hydrogenation reactions were undertaken using a heterogeneous Pd/C catalyst in one-pot manner under mild conditions (balloon-pressure at room temperature for hydrogenation) with excellent yield. To counter Pd leaching as well as catalyst poisoning, addition of an appropriate amount of H2O was crucial to achieving successful AcOH-promoted hydrogenation, which ensured a selective reduction of the pyridine rings to the corresponding piperidines.

中文翻译:

Pd/C 催化的一锅 Suzuki-Miyaura 交叉偶联/氢化吡啶衍生物

以溴代吡啶和甲氧基苯基硼酸为原料,在温和条件(室温气球压力加氢)下,使用多相Pd/C催化剂以一锅法进行连续的Suzuki-Miyaura交叉偶联和加氢反应,收率优异. 为了防止 Pd 浸出和催化剂中毒,添加适量的 H 2 O 对于成功实现 AcOH 促进的氢化至关重要,这确保了吡啶环选择性还原为相应的哌啶。
更新日期:2021-07-09
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