Nickel-catalysed retro-hydroamidocarbonylation of aliphatic amides to olefins

Jiefeng Hu, Minyan Wang, Xinghui Pu and Zhuangzhi Shi ()
Additional contact information
Jiefeng Hu: State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University
Minyan Wang: State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University
Xinghui Pu: State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University
Zhuangzhi Shi: State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University

Nature Communications, 2017, vol. 8, issue 1, 1-7

Abstract: Abstract Amide and olefins are important synthetic intermediates with complementary reactivity which play a key role in the construction of natural products, pharmaceuticals and manmade materials. Converting the normally highly stable aliphatic amides into olefins directly is a challenging task. Here we show that a Ni/NHC-catalytic system has been established for decarbonylative elimination of aliphatic amides to generate various olefins via C–N and C–C bond cleavage. This study not only overcomes the acyl C–N bond activation in aliphatic amides, but also encompasses distinct chemical advances on a new type of elimination reaction called retro-hydroamidocarbonylation. This transformation shows good functional group compatibility and can serve as a powerful synthetic tool for late-stage olefination of amide groups in complex compounds.

Date: 2017
References: Add references at CitEc
Citations:

Downloads: (external link)
https://www.nature.com/articles/ncomms14993 Abstract (text/html)

Related works:
This item may be available elsewhere in EconPapers: Search for items with the same title.

Export reference: BibTeX RIS (EndNote, ProCite, RefMan) HTML/Text

Persistent link: https://EconPapers.repec.org/RePEc:nat:natcom:v:8:y:2017:i:1:d:10.1038_ncomms14993

Ordering information: This journal article can be ordered from
https://www.nature.com/ncomms/

DOI: 10.1038/ncomms14993

Access Statistics for this article

Nature Communications is currently edited by Nathalie Le Bot, Enda Bergin and Fiona Gillespie

More articles in Nature Communications from Nature
Bibliographic data for series maintained by Sonal Shukla () and Springer Nature Abstracting and Indexing ().