Sulfonyl Radical-Induced Regioselective Cyclization of Enamide–Olefin To Form Sulfonylated 6–7-Membered Cyclic Enamines
Remarkable progress has been made in the radical cascade cyclization of heteroaryl- or aryl-tethered alkenes to construct benzene-fused frameworks via the cracking of aryl C-H bonds. In contrast, the radical cascade cyclization of linear dienes through the cracking of vinyl C-H bonds to construct nonbenzene-fused ring frameworks with endocyclic double bonds has significantly lagged behind, and major advances have largely been restricted to the generation of 5-membered heterocycles, such as pyrrolinones. Herein, we report the silver-mediated regioselective sulfonylation-cyclization of linear dienes with sodium sulfinates to form sulfonylated 6- and 7-membered cyclic enamines.
Authors
- Hui Gao (ORCID: https://orcid.org/0000-0001-5620-0958)
- Zirong Li
- Yueyuan Mao (ORCID: https://orcid.org/0000-0003-0220-5352)
- Ran Ding (ORCID: https://orcid.org/0000-0002-1087-6407)
- Gang Dong (ORCID: https://orcid.org/0000-0001-9326-0466)
- Lei Liu (ORCID: https://orcid.org/0000-0001-6364-3634)
- Xu Tang (ORCID: https://orcid.org/0000-0002-9096-2961)
- Tao Wu (ORCID: https://orcid.org/0009-0007-7864-6695)
Institutions
- Huaibei Normal University (CN)
- Anhui University of Science and Technology (CN)
- Anhui Science and Technology University (CN)
- Division of Materials Science and Engineering (AU)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-10-16
- DOI
- https://doi.org/10.1021/acs.joc.4c01835
- Primary Topic
- Sulfur-Based Synthesis Techniques
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Anhui Postdoctoral Science Foundation
- Provincial Foundation for Excellent Young Talents of Colleges and Universities of Anhui Province
- University Natural Science Research Project of Anhui Province
- National College Students Innovation and Entrepreneurship Training Program