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Synthesis 2019; 51(16): 3142-3150
DOI: 10.1055/s-0037-1611520
DOI: 10.1055/s-0037-1611520
paper
Lithium Chloride Catalyzed Aza-Michael Addition of Pyrazoles to α,β-Unsaturated Imides
This work was supported by the National Natural Science Foundation of China (21362034), the Special Funds for Discipline Construction of Gansu Agricultural University (GAU-XKJS-2018-133), and the Program for Improving Scientific Research Ability of Young Teachers of Northwest Normal University (NWNU-LKQN-17-3).Further Information
Publication History
Received: 23 January 2019
Accepted after revision: 01 April 2019
Publication Date:
17 April 2019 (online)
Abstract
A lithium chloride catalyzed aza-Michael reaction of pyrazoles to α,β-unsaturated imides has been developed. A range of aromatic and aliphatic α,β-unsaturated imides are found to be suitable for the established method, providing the corresponding aza-Michael adducts in up to 93% yields. The inexpensive catalyst, good substrate tolerance, and ease of scale-up make this procedure highly practical.
Key words
Michael addition - α,β-unsaturated imides - pyrazoles - nitrogen heterocycles - regioselectivitySupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1611520.
- Supporting Information
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