Regioselective [3 + 2]-annulation of hydrazonyl chlorides with 1,3-dicarbonyl compounds for assembling of polysubstituted pyrazoles

Author:

Liu Kun12345,Shang Xinye12345,Cheng Yuyu6785,Chang Xiaoyong6785,Li Pengfei6785,Li Wenjun12345ORCID

Affiliation:

1. Department of Medicinal Chemistry

2. School of Pharmacy

3. Qingdao University

4. Qingdao

5. China

6. Department of Chemistry and Shenzhen Grubbs Institute

7. Southern University of Science and Technology

8. Shenzhen

Abstract

The facile approach to polysubstituted pyrazoles from hydrazonyl chlorides and 1,3-dicarbonyl compounds has been developed. Hydrazonyl chlorides reacted with N-phenyl-3-oxobutanamides smoothly to afford a series of polysubstituted pyrazoles in 67–98% yields via the [3 + 2]-cycloaddition.

Funder

National Natural Science Foundation of China

Natural Science Foundation of Shandong Province

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Reference38 articles.

1. Pyrazole Chemistry in Crop Protection

2. C. S. Kramer , in Privileged Scaffolds in Medicinal Chemistry: Design, Synthesis, Evaluation , ed. S. Bräse , Royal Society of Chemistry (RSC) , Cambridge, U.K. , 2015 , pp. 115–131

3. The therapeutic voyage of pyrazole and its analogs: A review

4. Pyrazoles and pyrazolides—flexible synthons in self-assembly

5. Pyrazole Complexes and Supramolecular Chemistry

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