The sulfenylation of imidazopyridines with sulfinic acids mediated by DTBP/HCl
A direct sulfenylation reaction of imidazopyridines with sulfinic acid mediated by di- tert -butylperoxide (DTBP) and hydrochloric acid was developed leading to the introduction of C S bonds into the imidazo[1,2- a ]pyridine skeleton. The reaction proceeded under transition-metal-free conditions with good functional group tolerance and moderate to excellent yields. The DTBP/HCl-mediated C-3 sulfenylation of imidazo[1,2- a ]pyridines was developed using readily available and stable sulfinic acids as sulfur source. • t-BuOOBu t /HCl was used to promote the C-3 sulfuration of imidazopyridines. • HCl plays an important role in the formation of Ar-S-O-SO 2 Ar from Ar-SO 2 H. • t-BuOOBu t can efficiently mediate Ar-S-O-SO 2 Ar to generate Ar S radical. • Readily available, odorless and stable RSO 2 H was used as sulfur source. • The method displays broad substrate scope. • Simple operation without metal reagent were used.
Authors
- Xueyu Fang
- Zhaohua Yan (ORCID: https://orcid.org/0000-0002-9422-3963)
- Hua Yao (ORCID: https://orcid.org/0000-0002-9572-5578)
- Yu Wang (ORCID: https://orcid.org/0000-0002-5651-4751)
- Chen Tian (ORCID: https://orcid.org/0000-0002-4508-8080)
- Hongkun Huang
- Chun Ling
Institutions
- Nanchang University (CN)
- Zhejiang Pharmaceutical College (CN)
Publication Details
- Journal
- Results in Chemistry
- Published
- 2025-06-16
- DOI
- https://doi.org/10.1016/j.rechem.2025.102428
- Primary Topic
- Sulfur-Based Synthesis Techniques
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- National Natural Science Foundation of China
- Natural Science Foundation of Jiangxi Province