Citation: Maorong Wang, Bao Gao, Hanmin Huang. Catalytic nucleophilic addition of terminal alkynes to α,β-unsaturated-γ-lactams[J]. Chinese Journal of Catalysis, ;2016, 37(4): 476-483. doi: 10.1016/S1872-2067(15)61057-9 shu

Catalytic nucleophilic addition of terminal alkynes to α,β-unsaturated-γ-lactams

Maorong Wang ^a,b ,
Bao Gao ^a,b ,
Hanmin Huang ^a,,

a.
a State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, Gansu, China;
b.
b University of Chinese Academy of Sciences, Beijing 100049, China

Corresponding author: Hanmin Huang,
Received Date: 11 January 2016
Available Online: 26 January 2016
Fund Project: 国家自然科学基金(21222203, 21172226, 21133011). (21222203, 21172226, 21133011)

A novel catalytic reaction has been developed for the nucleophilic addition of terminal alkynes to α,β-unsaturated-γ-lactams via a cyclic N-acyliminium ion intermediate. This simple reaction proceeds rapidly under mild conditions, and provided a practical approach for the synthesis of a wide range of 5-alkynyl-2-pyrrolidinones in moderate to good yields (45%-76%).
- Carbon-hydrogen addition,
- Brönsted acid,
- N-Acyliminium ion,
- Terminal alkyne,
- Pyrrolidin-2-one
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