期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 142, 期 41, 页码 17306-17311出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.0c08512
关键词
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资金
- MEXT [17H06091]
The Ni-catalyzed reaction of ortho-fluoro-substituted aromatic amides with alkynes results in C-F/N-H annulation to give 1(2H) isoquinolinones. A key to the success of the reaction is the use of (KOBu)-Bu-t or even weak base, such as Cs2CO3. The reaction proceeds in the absence of a ligand and under mild reaction conditions (40-60 degrees C). DFT calculations suggest that the pathway for this Ni-catalyzed C-F/N-H annulation involves N-H deprotonation, oxidative addition of a C-F bond, migratory insertion of an alkyne, and reductive elimination to form 1(2H)-isoquinolinone derivatives.
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