I2-Catalyzed Oxidative N–S Bond Formation: Metal-Free Regiospecific Synthesis of N-Fused and 3,4-Disubstituted 5-Imino-1,2,4-thiadiazoles
| Autor: | Sridhar Balasubramanian, Nagaraju Tumula, Nagesh Jatangi, Radha Krishna Palakodety, Mangarao Nakka |
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| Rok vydání: | 2017 |
| Předmět: |
Oxidative cyclization
010405 organic chemistry Chemistry Organic Chemistry Oxidative phosphorylation Bond formation 010402 general chemistry 01 natural sciences Combinatorial chemistry 0104 chemical sciences Catalysis Amidine chemistry.chemical_compound Thiadiazoles Metal free Isothiocyanate Organic chemistry |
| Zdroj: | The Journal of Organic Chemistry. 82:5310-5316 |
| ISSN: | 1520-6904 0022-3263 |
| DOI: | 10.1021/acs.joc.7b00646 |
| Popis: | A novel and expeditious approach for the synthesis of N-fused and 3,4-disubstituted 5-imino-1,2,4-thiadiazole derivatives has been achieved through the molecular iodine-catalyzed oxidative cyclization of 2-aminopyridine/amidine and isothiocyanate via N–S bond formation at ambient temperature. The present one-pot transition-metal-free protocol provides the facile and highly efficient regiospecific synthesis of various 1,2,4-thiadiazole derivatives in a scaled-up manner with good to excellent yields using inexpensive I2 as a catalyst. |
| Databáze: | OpenAIRE |
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