Ring-Opening ThiocyanationReaction of Sulfonium Saltswith Elemental Sulfur and TMSCN
Abstract A simple and efficient strategy has been developed for the synthesis of organic thiocyanates through direct ring-opening thiocyanation reactions of aryl, alkenyl, and alkynyl sulfonium ylides using elemental sulfur and TMSCN. Using elemental sulfur as the sulfur source, this transformation proceeds under mild conditions without the need for metal reagents or malodorous materials. Notably, this approach features excellent versatility, as evidenced by its compatibility with scale-up synthesis and the late-stage modification of the corresponding products.
Authors
- Linghao Ran
- Huilan Yue (ORCID: https://orcid.org/0000-0003-4457-3233)
- Zi Yang (ORCID: https://orcid.org/0000-0002-8377-118X)
- Dong Yi (ORCID: https://orcid.org/0000-0002-8281-7860)
- Wei Wei (ORCID: https://orcid.org/0000-0002-0015-7636)
- Yao Zhang (ORCID: https://orcid.org/0000-0002-0790-8092)
- Yuluan Jin
- Jian Huang
Institutions
- Changsha Medical University (CN)
- Nanjing Forestry University (CN)
- Qufu Normal University (CN)
- Southwest Medical University (CN)
- Northwest Institute of Mechanical and Electrical Engineering (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2026-08-03
- DOI
- https://doi.org/10.1021/acs.joc.6c00948
- Primary Topic
- Sulfur-Based Synthesis Techniques
- Type
- article
- Field-Weighted Citation Impact
- 0.00