Ag-Mediated Sulfonyl-Alkenylationof Unactivated Alkynesvia Intramolecular C(sp2)-H Cyclization toward 1,2-Dihydropyridines
Abstract 1,2-Dihydropyridines and sulfonyl compounds are widely found in bioactive molecules and functional materials. Herein, a silver-mediated radical sulfonyl-alkenylation of vinylamino-linked alkynes with sodium sulfinates via intramolecular C(sp2)-H cyclization for producing sulfonylated 1,2-dihydropyridines in a highly selective manner was developed. The two-component alkyne sulfonyl-alkenylation enables the construction of two new bonds, including a C(sp2)-S bond and a C(sp2)-C(sp2) bond, through the sulfonyl radical formation, selective radical across the alkyne moiety and alkenylation cascades, and represents an efficient route to preparing a series of sulfonylated 1,2-dihydropyridines with up to 98% yields with high regioselectivities and good functional group tolerance.
Authors
- Peng‐Fei Huang (ORCID: https://orcid.org/0000-0002-1154-4180)
- Jin‐Heng Li (ORCID: https://orcid.org/0000-0001-7215-7152)
- Long‐Jin Zhong (ORCID: https://orcid.org/0000-0003-4682-1157)
- Yu Liu (ORCID: https://orcid.org/0000-0003-4555-8238)
- Mei-Jin Gao
Institutions
- Hunan Institute of Science and Technology (CN)
- Qingdao University of Science and Technology (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2026-08-18
- DOI
- https://doi.org/10.1021/acs.joc.6c01543
- Primary Topic
- Sulfur-Based Synthesis Techniques
- Type
- article
- Field-Weighted Citation Impact
- 0.00