PhICl <sub>2</sub> /KSeCN‐Mediated Cascade Synthesis of 3,3′‐Diindolyl Selenides From 2‐Alkynylanilines
The reaction of 2‐alkynylanilines with KSeCN enabled by PhICl 2 in anhydrous MeCN was found to undergo an alternative pathway distinct from the previous report, furnishing 3,3′‐diindolyl selenides in moderate to good yield. The mechanistic studies support a cascade process involving the formation of the electrophilic selenocyanogen chloride from the reaction of PhICl 2 and KSeCN, electrophilic cyclization/selenocyanation of 2‐alkynylanilines to forge 3‐selenocyanato indole nuclei, followed by its further reaction with 2‐alkynylanilines to give the title 3,3′‐diindolyl selenides.
Authors
- Hongyun Zhao (ORCID: https://orcid.org/0000-0002-1251-3888)
- Shuoshuo Zhang (ORCID: https://orcid.org/0000-0003-2092-4588)
- Haofeng Shi
- Yunfei Du (ORCID: https://orcid.org/0000-0002-0213-2854)
- Yingjie Gao (ORCID: https://orcid.org/0000-0003-4397-0990)
- Yiran Zhou
- Lingzhi Xu
Institutions
- Qingdao University of Science and Technology (CN)
- Tianjin Institute of Pharmaceutical Research (China) (CN)
Publication Details
- Journal
- Advanced Synthesis & Catalysis
- Published
- 2026-03-27
- DOI
- https://doi.org/10.1002/adsc.70316
- Primary Topic
- Organoselenium and organotellurium chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00