Visible Light-Promoted Three-Component Reaction for the Synthesis of Pyrrolopyrazoles
A visible light-enabled three-component cascade assembles pyrrolopyrazoles from arylalkynes, benzoquinones, and 5-aminopyrazole through a mechanistically validated carbonyl-alkyne metathesis/(3 + 2)-cycloaddition/1,2-aryl migration sequence. This protocol delivers pyrrolopyrazole heterocycles in up to 96% yield with excellent functional group tolerance. Preliminary biological screening identified promising antitumor activity in selected products, highlighting the potential value of this method. The proposed reaction mechanism is supported by control experiments.
Authors
- Shao‐Shuai Chen
- Yajie Chen (ORCID: https://orcid.org/0000-0001-5494-4339)
- Xiang‐Zhi Zhang (ORCID: https://orcid.org/0000-0003-0631-0758)
- Ai‐Jun Ma (ORCID: https://orcid.org/0000-0001-7757-0800)
- Han‐Peng Pan
- Zhanhao Su (ORCID: https://orcid.org/0000-0001-9989-761X)
- Maobi Zhu (ORCID: https://orcid.org/0000-0002-1700-7917)
- Han Yang (ORCID: https://orcid.org/0000-0002-4967-8504)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-04-15
- DOI
- https://doi.org/10.1021/acs.orglett.5c00896
- Citations
- 6
- Primary Topic
- Oxidative Organic Chemistry Reactions
- Type
- article
- Field-Weighted Citation Impact
- 5.62
Funders
- National Natural Science Foundation of China
- Wuyi University
- Department of Education of Guangdong Province