Three-Component Synthesis of 2-Alkylthiobenzoazoles in Aqueous Media
| Autor: | Jin-Quan Chen, Zhi-Bing Dong, Jia Guo |
|---|---|
| Rok vydání: | 2020 |
| Předmět: |
Aqueous medium
010405 organic chemistry Component (thermodynamics) Chemistry Organic Chemistry Substrate (chemistry) 010402 general chemistry Tetramethylthiuram disulfide 01 natural sciences Combinatorial chemistry Catalysis 0104 chemical sciences Metal Solvent Metal free visual_art visual_art.visual_art_medium |
| Zdroj: | Synthesis. 52:1927-1933 |
| ISSN: | 1437-210X 0039-7881 |
| DOI: | 10.1055/s-0039-1690854 |
| Popis: | A highly efficient three-component protocol for the synthesis of the 2-alkylthiobenzoazoles is described. Tetramethylthiuram disulfide (TMTD) cyclized with o-aminothiophenols, generating the intermediate 2-mercaptobenzothiazoles, and the successive C–S coupling with halogenated alkanes afforded a series of 2-alkyl-substituted thiobenzothiazoles smoothly in a one-pot process. This procedure could also be utilized for the preparation of 2-alkyl-substituted thiobenzoxazoles and 2-alkyl-substituted thiobenzimidazoles. Inexpensive and easily available starting materials, metal catalyst-free, broad substrate scope, and water as solvent are the features of this protocol. |
| Databáze: | OpenAIRE |
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