PhICl<sub>2</sub>/KSeCN Mediated Synthesis of Selenopheno[3,2-<i>b</i>]indoles and 3-Selenocyanato-2-benzoselenophene Indoles from 1,3-Diynes via Double Electrophilic Cyclization
A hypervalent iodine-enabled double intramolecular electrophilic cyclization of 1,3-diynes has been employed in the synthesis of selenopheno[3,2-<i>b</i>]indoles and 3-selenocyanato-2-benzoselenophene indoles. A plausible mechanism involving the <i>in situ</i> formation of the reactive Cl-SeCN species from the reaction of PhICl<sub>2</sub> and KSeCN, followed by cascade cyclization involving C-N/C-Se bond formations, was postulated.
Authors
- Yunfei Du (ORCID: https://orcid.org/0000-0002-0213-2854)
- Jianing Zhang
- Fengxia Sun (ORCID: https://orcid.org/0000-0003-1925-5006)
- Xiangyu Zhan
Institutions
- Tianjin University (CN)
- Hebei University of Science and Technology (CN)
- Hebei Chemical and Pharmaceutical College (CN)
- Tianjin Institute of Pharmaceutical Research (China) (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-04-23
- DOI
- https://doi.org/10.1021/acs.joc.4c03180
- Citations
- 1
- Primary Topic
- Catalytic Alkyne Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.94
Funders
- National Natural Science Foundation of China