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钯催化烯烃与酰胺的碳氢羰基化 C-N 偶联反应。

Palladium-Catalyzed Hydrocarbonylative C-N Coupling of Alkenes with Amides.

机构信息

Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, Center for Excellence in Molecular Synthesis , University of Science and Technology of China, Chinese Academy of Sciences , Hefei , 230026 , People's Republic of China.

State Key Laboratory of Applied Organic Chemistry , Lanzhou University , Lanzhou , 730000 , People's Republic of China.

出版信息

Org Lett. 2018 Apr 20;20(8):2208-2212. doi: 10.1021/acs.orglett.8b00538. Epub 2018 Mar 30.

DOI:10.1021/acs.orglett.8b00538
PMID:29600863
Abstract

An efficient palladium-catalyzed hydrocarbonylative C-N coupling of alkenes with amides has been developed. The reaction was performed via hydrocarbonylation of alkenes, followed by acyl metathesis with amides. Both intermolecular and intramolecular reactions proceed smoothly to give either branched or linear amides in high turnover number (3500) with NHCl or NMP·HCl as a proton source under the palladium catalysis. This reaction offers a catalytic convenient approach to deuterated amides when inexpensive NMP·DCl served as a deuterium source.

摘要

一种高效的钯催化烯烃与酰胺的碳氢羰基化 C-N 偶联反应已经被开发出来。该反应通过烯烃的羰基化反应,然后与酰胺进行酰基转移反应来进行。无论是分子间还是分子内反应,都能以高周转数(3500)顺利进行,以 NHCl 或 NMP·HCl 作为质子源,在钯催化下得到支链或直链酰胺。当廉价的 NMP·DCl 作为氘源时,该反应为氘代酰胺提供了一种催化方便的方法。

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