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- Title
Cobalt(II) Porphyrin-Catalyzed Intramolecular Cyclopropanation of N-Alkyl Indoles/Pyrroles with Alkylcarbene: Efficient Synthesis of Polycyclic N-Heterocycles.
- Authors
Reddy, Annapureddy Rajasekar; Hao, Fei; Wu, Kai; Zhou, Cong-Ying; Che, Chi-Ming
- Abstract
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.
- Subjects
CYCLOPROPANATION; PORPHYRINS; PYRROLES; COBALT catalysts; INDOLE compounds; CARBENE derivatives; ALKYLATION; HETEROCYCLIC compounds synthesis
- Publication
Angewandte Chemie International Edition, 2016, Vol 55, Issue 5, p1810
- ISSN
1433-7851
- Publication type
Article
- DOI
10.1002/anie.201506418