期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 138, 期 24, 页码 7520-7523出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.6b04610
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资金
- National Institute of General Medical Sciences [R01 GM107204]
Catalytic carbonylations of organohalides are important C-C bond formations in chemical synthesis. Carbonylations of unactivated alkyl halides remain a challenge and currently require the use of alkyl iodides under harsh conditions and high pressures of CO. Herein we report a palladium-catalyzed alkoxycarbonylafion of secondary alkyl bromides that proceeds at low pressure (2 atm CO) under mild conditions. Preliminary mechanistic studies are consistent with a hybrid organometallic-radical process. These reactions efficiently deliver esters from unactivated alkyl bromides across a diverse range of substrates and represent the first catalytic carbonylations of alkyl bromides with carbon monoxide.
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