Feedstock chemical dichloromethane as the C1 source for the chemoselective multicomponent synthesis of valuable 1,4,2-dioxazoles
Meng-Jun Xie, Xuan Li, Xin-Xin Li, Li-Hua Wen, Shu-Li Xie, Ke-Wei Zhang, Ya-Nan Duan, Yao Zhang, Dong Li, Hai-Dong Xia · 2024
Read Feedstock chemical dichloromethane as the C1 source for the chemoselective multicomponent synthesis of valuable 1,4,2-dioxazoles by Meng-Jun Xie, Xuan Li, Xin-Xin Li, Li-Hua Wen, Shu-Li Xie, Ke-Wei Zhang, Ya-Nan Duan, Yao Zhang, Dong Li, Hai-Dong Xia (2024) in the Tower of Babel, a free online library of public-domain works preserved in clean, searchable text. No sign-up. The full text is served as a plain-text file at a predictable URL, where text is present: https://antarctic-labs.com/tower-of-babel/pmc-11582729.txt.
Description
Chemists like building useful molecules from the cheapest possible starting materials, and dichloromethane, a common industrial solvent, is an appealing one-carbon source that has barely been used that way. Meng-Jun Xie and nine co-authors use it to build 1,4,2-dioxazoles, a valuable ring-shaped family, in a single multicomponent reaction. The trick lies in choosing the partner nucleophiles carefully, so side reactions that normally spoil the process stay shut down.
The method runs under mild, simple conditions without any metal, keeps tight control over which product forms, and works across many kinds of nucleophile. The team showed off its range by making deuterium-labeled versions, modifying complex molecules at a late stage, and scaling the reaction up. Early mechanistic work points to a common base playing two roles, mopping up protons and acting as a catalyst.
Catalog record
| CREATOR | Meng-Jun Xie, Xuan Li, Xin-Xin Li, Li-Hua Wen, Shu-Li Xie, Ke-Wei Zhang, Ya-Nan Duan, Yao Zhang, Dong Li, Hai-Dong Xia |
|---|---|
| YEAR | 2024 |
| COLLECTION | PAPERS |
| FORMAT | TXT |
| FILE SIZE | 17 KB |
| VERSION | 1.0 |
| LICENSE | CC BY 4.0 |
| RIGHTS | CC BY |
| SOURCE | Europe PMC |