Iron-Promoted Sulfinative Cyclization of <i>N</i> -Bromoacetyl Cyanamide with Inorganic Sulfur Dioxide Surrogate via Radical-Polar Crossover Reaction
An iron-promoted sulfinative cyclization for the preparation of amidine-imbedded sultines under the mild conditions was described, in which available <i>N</i>-bromoacetyl cyanamide and easy-to-handle sodium dithionite, acting as an easy-to-handle sulfur dioxide surrogate and a readily reductant, facilitated the assembly of the target sultines via a radical-polar crossover pathway in a sustainable manner. This protocol is highly amenable to exploring the chemical space relevant to the construction of sulfur heterocycles incorporating nitrogen functionalities.
Authors
- Zhonglin Wei (ORCID: https://orcid.org/0000-0002-9032-0889)
- Wei‐Wei Liao (ORCID: https://orcid.org/0000-0001-6225-4258)
- Li Zheng (ORCID: https://orcid.org/0000-0002-3404-4824)
- Yu-Jie Geng
Institutions
- Jilin University (CN)
- Chinese Academy of Sciences (CN)
- Shanghai Institute of Organic Chemistry (CN)
- State Key Laboratory of Organometallic Chemistry
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2025-12-18
- DOI
- https://doi.org/10.1021/acs.joc.5c02892
- Primary Topic
- Sulfur-Based Synthesis Techniques
- Type
- article
- Field-Weighted Citation Impact
- 0.00