Journal
ACS CATALYSIS
Volume 11, Issue 2, Pages 858-864Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.0c04585
Keywords
nickel; aluminum; C(sp(3))-H; enamide; alkyne
Categories
Funding
- National Natural Science Foundation of China [91856104, 21871145, 21672107]
- Postdoctoral Science Foundation of China [2018M641625]
- Tianjin Applied Basic Research Project [19JCZDJC37900]
- Cutting-Edge Technology Research Plan [19JCZDJC37900]
- Fundamental Research Funds for the Central Universities [63191601]
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A selective C(sp(3))-H cleavage of N-formyl enamides without modifying the backbone to synthesize 2-pyridones in good yields was reported in this study. The use of a bifunctional phosphine oxide ligand-bridging Ni-Al bimetallic catalyst played a key role in the reaction.
Previously reported direct C-H functionalization reactions of enamides mainly occurred at vinylic C(sp(2))-H bonds because of their relatively high reactivity, while less reactive beta'-C(sp(3))-H activation has been rarely explored. Herein we report a selective C(sp(3))-H cleavage of N-formyl enamides without backbone modification, providing a series of 2-pyridones in 58-99% yields. A bifunctional phosphine oxide (PO) ligand-bridging Ni-Al bimetallic catalyst played key role in the reaction.
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