Cobalt(II) Porphyrin-Catalyzed Intramolecular Cyclopropanation of N-Alkyl Indoles/Pyrroles with Alkylcarbene: Efficient Synthesis of Polycyclic N-Heterocycles
| Autor: | Kai Wu, Annapureddy Rajasekar Reddy, Chi-Ming Che, Cong-Ying Zhou, Fei Hao |
|---|---|
| Rok vydání: | 2015 |
| Předmět: |
chemistry.chemical_classification
Reaction conditions 010405 organic chemistry Chemistry Cyclopropanation chemistry.chemical_element General Medicine General Chemistry 010402 general chemistry 01 natural sciences Porphyrin Medicinal chemistry Catalysis 0104 chemical sciences chemistry.chemical_compound Intramolecular force Organic chemistry Cobalt Carbene Alkyl |
| Zdroj: | Angewandte Chemie (International ed. in English). 55(5) |
| ISSN: | 1521-3773 |
| Popis: | A protocol on chemoselective cobalt(II) porphyrin-catalyzed intramolecular cyclopropanation of N-alkyl indoles/pyrroles with alkylcarbenes has been developed. The reaction enables the rapid construction of a range of nitrogen-containing polycyclic compounds in moderate to high yields from readily accessible materials. These N-containing polycyclic compounds can be converted into a variety of N-heterocycles with potential synthetic and biological interest. Compared to their N-tosylhydrazone counterparts, the use of bulky N-2,4,6-triisopropylbenzenesulfonyl hydrazones as carbene precursors allows cyclopropanation to occur under milder reaction conditions. |
| Databáze: | OpenAIRE |
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