Base-free Electrophilic Diynylation of Thiols with Diynyl Benziodoxolone
In this study, we aim to investigate base-free, direct electrophilic diynylation of thiols to 1,3-butadiynyl sulfide, a crucial structural motif in organic synthesis, chemical biology, and materials science using triisopropylsilyl diynyl benziodoxolone at room temperature. The resulting 1,3-butadiynyl sulfides were further derivatized to thiobitriazole via double azide–alkyne cycloaddition and to cyclobutene via [2+2] cycloaddition.
Authors
- Akichika Itoh (ORCID: https://orcid.org/0000-0003-3769-7406)
- Tanaka Naito
- Norihiro Tada (ORCID: https://orcid.org/0000-0003-2871-5406)
- Hiroyoshi Esaki (ORCID: https://orcid.org/0000-0001-9507-5205)
- Ryusei Uozumi
Institutions
- Gifu Pharmaceutical University (JP)
- Hyogo University (JP)
Publication Details
- Journal
- ChemRxiv
- Published
- 2025-08-25
- DOI
- https://doi.org/10.26434/chemrxiv-2025-v8f58
- Primary Topic
- Click Chemistry and Applications
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Suzuken Memorial Foundation
- Takeda Science Foundation
- OGAWA Science and Technology Foundation
- Society of Iodine Science
- Japan Society for the Promotion of Science