喹啉-4-酮与芳基肼的无过渡金属C-3芳基化反应
Transition-Metal-Free C-3 Arylation of Quinoline-4-ones with Arylhydrazines.
作者信息
Ravi Makthala, Chauhan Parul, Kant Ruchir, Shukla Sanjeev K, Yadav Prem P
机构信息
†Division of Medicinal and Process Chemistry, CSIR-Central Drug Research Institute, Lucknow 226031, India.
‡Division of Molecular and Structural Biology, CSIR-Central Drug Research Institute, Lucknow 226031, India.
出版信息
J Org Chem. 2015 May 15;80(10):5369-76. doi: 10.1021/acs.joc.5b00739. Epub 2015 Apr 28.
A transition-metal-free C-3-arylation of quinolin-4-ones in the presence of base has been achieved by using arylhydrazines as aryl radical source and air as oxidant. The reaction proceeds smoothly at room temperature and does not require any prefunctionalization and N-protection of quinoline-4-ones. The utility of this methodology is further demonstrated in synthesis of quinoline-quinolone hybrid as well as 6-aryl-benzofuro[3,2-c]quinoline scaffold.
在碱的存在下，通过使用芳基肼作为芳基自由基源以及空气作为氧化剂，实现了喹啉-4-酮的无过渡金属C-3芳基化反应。该反应在室温下顺利进行，并且不需要对喹啉-4-酮进行任何预官能团化和N-保护。这种方法的实用性在喹啉-喹诺酮杂化物以及6-芳基-苯并呋喃[3,2-c]喹啉骨架的合成中得到了进一步证明。
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