期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 86, 期 7, 页码 5354-5361出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.0c03010
关键词
-
资金
- National Natural Science Foundation of China [21802084, 51805295, 51905304, 21771087]
- Natural Science Foundation of Shandong Province [ZR2019BB021, ZR2018BB026]
A catalyst-free and transition-metal-free method for synthesizing 1,2-diketones from aerobic alkyne oxidation has been reported, achieving up to 85% yields. Mechanistic studies indicated a radical process, with the two oxygen atoms in the 1,2-diketones most likely coming from persulfate salts and molecular oxygen, respectively.
A catalyst-free and transition-metal-free method for the synthesis of 1,2-diketones from aerobic alkyne oxidation was reported. The oxidation of various internal alkynes, especially more challenging aryl-alkyl acetylenes, proceeded smoothly with inexpensive, easily handled, and commercially available potassium persulfate and an ambient air balloon, achieving the corresponding 1,2-diketones with up to 85% yields. Meanwhile, mechanistic studies indicated a radical process, and the two oxygen atoms in the 1,2-diketons were most likely from persulfate salts and molecular oxygen, respectively, rather than water.
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