期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 138, 期 15, 页码 5016-5019出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.6b01533
关键词
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资金
- NIH NIGMS [R01 GM097243]
- University of Rochester (Elon Huntington Hooker Fellowship)
- NSF GRFP [DGE-1419118]
- Novartis
- Pfizer
- Boehringer Ingelheim
- NSF [CHE-0650456]
A new method for the decarboxylative coupling of alkyl N-hydroxyphthalimide esters (NHP esters) with aryl iodides is presented. In contrast to previous studies that form alkyl radicals from carboxylic acid derivatives, no photocatalyst, light, or arylmetal reagent is needed, only nickel and a reducing agent (Zn). Methyl, primary, and secondary alkyl groups can all be coupled in good yield (77% ave yield). One coupling with an acid chloride is also presented. Stoichiometric reactions of (dtbbpy)Ni(2-tolyl)I with an NHP ester show for the first time that arylnickel(II) complexes can directly react with NHP esters to form alkylated arenes.
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