Selective Construction of 2,4-Bisthioquinolines via Copper-Catalyzed Tandem Cyclization from <i>o</i>-Alkynylphenyl Isothiocyanates
The selective synthesis of polysubstituted quinoline has been recognized as an important but highly challenging transformation. In this study, a highly efficient method for the synthesis of 2,4-bisthioquinolines has been developed through a copper(II)-promoted tandem cycloaddition of <i>o</i>-alkynylphenyl isothiocyanates, utilizing inexpensive and readily available sodium sulfide (Na<sub>2</sub>S) as the sulfur source. This transformation enables the direct synthesis of 2,4-bis(thioquinoline) heterocycles via the formation of C-C and C-S bonds in a one-pot reaction, demonstrating excellent tolerance for various functional groups.
Authors
- Guojian Fang
- Xiaoyan Sang (ORCID: https://orcid.org/0009-0006-2023-2513)
- Han Wang (ORCID: https://orcid.org/0000-0003-3882-4032)
- Xuan Wu (ORCID: https://orcid.org/0000-0003-3360-7071)
- Wenyan Hao
Institutions
- Jiangxi Normal University (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-02-07
- DOI
- https://doi.org/10.1021/acs.joc.4c01991
- Citations
- 1
- Primary Topic
- Sulfur-Based Synthesis Techniques
- Type
- article
- Field-Weighted Citation Impact
- 0.94
Funders
- National Natural Science Foundation of China
- Education Department of Jiangxi Province