期刊
CATALYSIS SCIENCE & TECHNOLOGY
卷 5, 期 2, 页码 1181-1186出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c4cy01227e
关键词
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资金
- Natural Sciences and Engineering Research Council of Canada (NSERC)
- Green Centre Canada
- University of Alberta
- University of Alberta Department of Chemistry
A new, base-free high turnover number (TON) catalyst for hydrogenation of simple and functionalized amides is prepared by reacting [Ru(eta(3)-C3H5)(Ph2P(CH2)(2)NH2)(2)]BF4 and BH4- under hydrogen. The hydrogenation proceeds with C-N cleavage to form the corresponding amine and alcohol. The base-free and base-promoted hydrogenations tolerate alcohols, amines, aromatic bromides, chlorides and fluorides, ethers, certain olefins, and N-heterocyclic rings. The reaction was used to deprotect the amine groups in certain acetyl amides to form, for example, an N-heterocyclic amine containing an aryl bromide. The base-free system also selectively hydrogenates N-acyloxazolidinones without epimerization at the alpha-position, and reduced beta-lactams to form the corresponding amino alcohols.
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